Routes are ordered originator first, then optimised / process (non-patent) routes; each lists steps, overall yield and the intermediate table (code / CAS / name) — ready for supplier sourcing and RFQ. Rendered by this site from structured data; no third-party route graphics used.
OriginatorRoute 1Steps 2 · Total yield /
RIVAT-001105601-04-5→RIVAT-00288-10-8→RIVAT-003105601-20-5→API · Rivastigmine Tartrate
| Code | CAS No. | Intermediate |
|---|
| RIVAT-001 | 105601-04-5 | 3-(1-(dimethylamino)ethyl)phenol |
| RIVAT-002 | 88-10-8 | diethylcarbamic chloride |
| RIVAT-003 | 105601-20-5 | 3-(1-(dimethylamino)ethyl)phenyl ethyl(methyl)carbamate |
OptimisedRoute 2Steps 4 · Total yield /
RIVAT-0041243322-19-1→RIVAT-005139306-10-8→RIVAT-006139306-10-8→RIVAT-00742252-34-6→RIVAT-00832315-10-9→API · Rivastigmine Tartrate
| Code | CAS No. | Intermediate |
|---|
| RIVAT-004 | 1243322-19-1 | (S)-1-(3-(methoxymethoxy)phenyl)ethanamine |
| RIVAT-005 | 139306-10-8 | (S)-3-(1-(dimethylamino)ethyl)phenol |
| RIVAT-006 | 139306-10-8 | (S)-3-(1-(dimethylamino)ethyl)phenol |
| RIVAT-007 | 42252-34-6 | ethyl(methyl)carbamic chloride |
| RIVAT-008 | 32315-10-9 | bis(trichloromethyl) carbonate |
OptimisedRoute 3Steps 5 · Total yield 4.6 kg
RIVAT-00742252-34-6→RIVAT-009121-71-1→RIVAT-010—→RIVAT-0111233378-72-7→RIVAT-0121233378-78-3→RIVAT-013139306-10-8→API · Rivastigmine Tartrate
| Code | CAS No. | Intermediate |
|---|
| RIVAT-007 | 42252-34-6 | ethyl(methyl)carbamic chloride |
| RIVAT-009 | 121-71-1 | 1-(3-hydroxyphenyl)ethan-1-one |
| RIVAT-010 | - | (R)-3-(1-hydroxyethyl)phenol |
| RIVAT-011 | 1233378-72-7 | (R)-3-(1-((methylsulfonyl)oxy)ethyl)phenyl methanesulfonate |
| RIVAT-012 | 1233378-78-3 | (S)-3-(1-(dimethylamino)ethyl)phenyl methanesulfonate |
| RIVAT-013 | 139306-10-8 | (S)-3-(1-(dimethylamino)ethyl)phenol |
OptimisedRoute 4Steps 4 · Total yield 7.43 g
RIVAT-00742252-34-6→RIVAT-009121-71-1→RIVAT-014855300-09-3→RIVAT-0151257519-35-9→RIVAT-016—→API · Rivastigmine Tartrate
| Code | CAS No. | Intermediate |
|---|
| RIVAT-007 | 42252-34-6 | ethyl(methyl)carbamic chloride |
| RIVAT-009 | 121-71-1 | 1-(3-hydroxyphenyl)ethan-1-one |
| RIVAT-014 | 855300-09-3 | 3-acetylphenyl ethyl(methyl)carbamate |
| RIVAT-015 | 1257519-35-9 | (S)-3-(1-hydroxyethyl)phenyl ethyl(methyl)carbamate |
| RIVAT-016 | - | (R)-3-(1-bromoethyl)phenyl ethyl(methyl)carbamate |
OptimisedRoute 5Steps 2 · Total yield 173.00 mg
RIVAT-01710401-11-3→RIVAT-0181643442-41-4→API · Rivastigmine Tartrate
| Code | CAS No. | Intermediate |
|---|
| RIVAT-017 | 10401-11-3 | 3-ethynylphenol |
| RIVAT-018 | 1643442-41-4 | 3-ethynylphenyl ethyl(methyl)carbamate |
OptimisedRoute 6Steps 5 · Total yield /
(I)145089-1-a121-71-1→(II)145089-1-a63720-38-7→(III)145089-1-a105601-04-5→(IV)145089-1-a42252-34-6→(V)145089-1-a105601-20-5→(VI)145089-1-a—→(VII)145089-1-a530-62-1→(VIII)145089-1-a624-78-2→(IX)145089-1-a123441-03-2→API · Rivastigmine Tartrate
| Code | CAS No. | Intermediate |
|---|
| (I)145089-1-a | 121-71-1 | 1-(3-Hydroxyphenyl)ethanone |
| (II)145089-1-a | 63720-38-7 | 3-(1-Aminoethyl)phenol |
| (III)145089-1-a | 105601-04-5 | 3-[1-(Dimethylamino)ethyl]phenol |
| (IV)145089-1-a | 42252-34-6 | N-Ethyl-N-methylcarbamic chloride |
| (V)145089-1-a | 105601-20-5 | N-Ethyl-N-methylcarbamic acid 3-[1-(N,N-dimethylamino)ethyl]phenyl ester |
| (VI)145089-1-a | - | Formic acid N-methylmethanamine |
| (VII)145089-1-a | 530-62-1 | 1-[(1H-Imidazol-1-yl)carbonyl]1H-imidazole |
| (VIII)145089-1-a | 624-78-2 | N-Ethyl-N-methylamine |
| (IX)145089-1-a | 123441-03-2 | (S)-3-(1-(Dimethylamino)ethyl)phenyl ethyl(methyl)carbamate |
OptimisedRoute 7Steps 8 · Total yield /
(I)145089-2-a121-71-1→(II)145089-2-a,(II)145089-2-e586-37-8→(III)145089-2-a122806-25-1→(IV)145089-2-a62409-13-6→(V)145089-2-a198756-81-9→(VI)145089-2-a,(VI)145089-2-c889443-69-0→(VIIa)145089-2-a139306-10-8→(VIIb)145089-2-a—→(VIIIa)145089-2-a42252-34-6→(VIIIb)145089-2-a928032-01-3→(IX)145089-2-a123441-03-2→(X)145089-2-a—→(XI)145089-2-a1071141-86-0→(XII)145089-2-a,(XII)145089-2-e120523-12-8→(XIII)145089-2-a1647103-52-3→(XIV)145089-2-a124-40-3→(XV)145089-2-a1810713-46-2→(XVI)145089-2-a,(XVI)145089-2-d1810713-73-5→API · Rivastigmine Tartrate
| Code | CAS No. | Intermediate |
|---|
| (I)145089-2-a | 121-71-1 | 1-(3-Hydroxyphenyl)ethanone |
| (II)145089-2-a,(II)145089-2-e | 586-37-8 | 1-(3-Methoxyphenyl)ethanone |
| (III)145089-2-a | 122806-25-1 | (1E)-1-(3-Methoxyphenyl)ethanone oxime |
| (IV)145089-2-a | 62409-13-6 | 1-(3-Methoxyphenyl)ethanamine |
| (V)145089-2-a | 198756-81-9 | 1(S)-(3-Methoxyphenyl)ethylamine 2(S)-hydroxy-2-phenylacetate |
| (VI)145089-2-a,(VI)145089-2-c | 889443-69-0 | 1(S)-(3-Methoxyphenyl)-N,N-dimethylethylamine |
| (VIIa)145089-2-a | 139306-10-8 | (-)-3-((1S)-1-(Dimethylamino)ethyl)phenol |
| (VIIb)145089-2-a | - | Potassium 3-[(1S)-1-(dimethylamino)ethyl]phenolate |
| (VIIIa)145089-2-a | 42252-34-6 | N-Ethyl-N-methylcarbamic chloride |
| (VIIIb)145089-2-a | 928032-01-3 | Ethyl(methyl)carbamic bromide |
| (IX)145089-2-a | 123441-03-2 | (S)-3-(1-(Dimethylamino)ethyl)phenyl ethyl(methyl)carbamate |
| (X)145089-2-a | - | 1(R)-(3-Methoxyphenyl)-N,N-dimethylethylamine 2(S)-hydroxy-2-phenylacetate |
| (XI)145089-2-a | 1071141-86-0 | 1(R)-(3-Methoxyphenyl)-N,N-dimethylethylamine |
| (XII)145089-2-a,(XII)145089-2-e | 120523-12-8 | (1R)-1-(3-Methoxyphenyl)ethanol |
| (XIII)145089-2-a | 1647103-52-3 | (1R)-1-(3-Methoxyphenyl)ethyl methanesulfonate |
| (XIV)145089-2-a | 124-40-3Available | Dimethylamine anhydrous |
| (XV)145089-2-a | 1810713-46-2 | N-[(1Z)-1-(3-Methoxyphenyl)ethylidene]methanamine |
| (XVI)145089-2-a,(XVI)145089-2-d | 1810713-73-5 | N-Boc-[1(S)-(3-Methoxyphenyl)ethyl]-N-methylamine |
OptimisedRoute 8Steps 1 · Total yield /
(VIIb)145089-2-a—→(VIIIb)145089-2-a928032-01-3→(XVII)145089-2-b—→(XVIII)145089-2-b28249-49-2→API · Rivastigmine Tartrate
| Code | CAS No. | Intermediate |
|---|
| (VIIb)145089-2-a | - | Potassium 3-[(1S)-1-(dimethylamino)ethyl]phenolate |
| (VIIIb)145089-2-a | 928032-01-3 | Ethyl(methyl)carbamic bromide |
| (XVII)145089-2-b | - | 2,6-Diiododinaphtho[2,1-d:1',2'-f][1,3,2]dithiazepine 3,3,5,5-tetraoxide |
| (XVIII)145089-2-b | 28249-49-2 | (4-Methyl-3,5-dinitrophenyl)boronic acid |
OptimisedRoute 9Steps 4 · Total yield /
(VI)145089-2-a,(VI)145089-2-c889443-69-0→(XIX)145089-2-c,(XIX)145089-2-e23308-82-9→(XX)145089-2-c343338-28-3→(XXI)145089-2-c1304771-29-6→(XXII)145089-2-c82796-69-8→(XXIII)145089-2-c19164-77-3→(XXIV)145089-2-c55-21-0→(XXV)145089-2-c—→(XXVI)145089-2-c67-56-1→(XXVII)145089-2-c1786847-21-9→(XXVIII)145089-2-c5824-40-8→API · Rivastigmine Tartrate
| Code | CAS No. | Intermediate |
|---|
| (VI)145089-2-a,(VI)145089-2-c | 889443-69-0 | 1(S)-(3-Methoxyphenyl)-N,N-dimethylethylamine |
| (XIX)145089-2-c,(XIX)145089-2-e | 23308-82-9 | (+/-)-3-Methoxy-alpha-methylbenzyl alcohol |
| (XX)145089-2-c | 343338-28-3Available | (S)-(-)-2-Methyl-2-propanesulfinamide |
| (XXI)145089-2-c | 1304771-29-6 | (SS)-N-[(1S)-1-(3-Methoxyphenyl)ethyl]-2-methylpropane-2-sulfinamide |
| (XXII)145089-2-c | 82796-69-8 | (1S)-1-(3-Methoxyphenyl)ethanamine |
| (XXIII)145089-2-c | 19164-77-3 | 1-Ethyl-3-iodobenzene |
| (XXIV)145089-2-c | 55-21-0 | Benzamide |
| (XXV)145089-2-c | - | N-[(1S)-1-(3-Iodophenyl)ethyl]benzamide |
| (XXVI)145089-2-c | 67-56-1Available | Hydroxymethane |
| (XXVII)145089-2-c | 1786847-21-9 | N-[(1S)-1-(3-Methoxyphenyl)ethyl]benzamide |
| (XXVIII)145089-2-c | 5824-40-8 | 1,1,1-Triphenylmethanamine |
OptimisedRoute 10Steps 3 · Total yield /
(XVI)145089-2-a,(XVI)145089-2-d1810713-73-5→(XXIX)145089-2-d—→(XXX)145089-2-d917-64-6→(XXXI)145089-2-d2679779-00-9→(XXXII)145089-2-d218900-56-2→(XXXIII)145089-2-d74-88-4→API · Rivastigmine Tartrate
| Code | CAS No. | Intermediate |
|---|
| (XVI)145089-2-a,(XVI)145089-2-d | 1810713-73-5 | N-Boc-[1(S)-(3-Methoxyphenyl)ethyl]-N-methylamine |
| (XXIX)145089-2-d | - | (3aS,7aS)-2-[(E)-[(3-Methoxyphenyl)methylidene]amino]-1,3-di(propan-2-yl)octahydro-1H-1,3,2lambda5-benzodiazaphosphol-2-one |
| (XXX)145089-2-d | 917-64-6 | Iodo(methyl)magnesium |
| (XXXI)145089-2-d | 2679779-00-9 | (3aS,7aS)-2-[[(1S)-1-(3-Methoxyphenyl)ethyl]amino]-1,3-di(propan-2-yl)octahydro-1H-1,3,2lambda5-benzodiazaphosphol-2-one |
| (XXXII)145089-2-d | 218900-56-2 | N-Boc-1(S)-(3-Methoxyphenyl)ethanamine |
| (XXXIII)145089-2-d | 74-88-4Available | Iodomethane |
OptimisedRoute 11Steps 3 · Total yield /
(II)145089-2-a,(II)145089-2-e586-37-8→(XII)145089-2-a,(XII)145089-2-e120523-12-8→(XIX)145089-2-c,(XIX)145089-2-e23308-82-9→(XXXIV)145089-2-e2413177-20-3→API · Rivastigmine Tartrate
| Code | CAS No. | Intermediate |
|---|
| (II)145089-2-a,(II)145089-2-e | 586-37-8 | 1-(3-Methoxyphenyl)ethanone |
| (XII)145089-2-a,(XII)145089-2-e | 120523-12-8 | (1R)-1-(3-Methoxyphenyl)ethanol |
| (XIX)145089-2-c,(XIX)145089-2-e | 23308-82-9 | (+/-)-3-Methoxy-alpha-methylbenzyl alcohol |
| (XXXIV)145089-2-e | 2413177-20-3 | 2-[[1-(3-Methoxyphenyl)ethoxy]carbonyl]benzoic acid |
OptimisedRoute 12Steps 5 · Total yield /
(I)145089-4-a121-71-1→(II)145089-4-a—→(III)145089-4-a923035-06-7→(IV)145089-4-a105601-04-5→(V)145089-4-a63720-38-7→(VI)145089-4-a,(VI)145089-4-b139306-10-8→(VIIa)145089-4-a42252-34-6→(VIIb)145089-4-a928032-01-3→(VIII)145089-4-a123441-03-2→API · Rivastigmine Tartrate
| Code | CAS No. | Intermediate |
|---|
| (I)145089-4-a | 121-71-1 | 1-(3-Hydroxyphenyl)ethanone |
| (II)145089-4-a | - | Aminomethane |
| (III)145089-4-a | 923035-06-7 | 3-[1-(Methylamino)ethyl]phenol |
| (IV)145089-4-a | 105601-04-5 | 3-[1-(Dimethylamino)ethyl]phenol |
| (V)145089-4-a | 63720-38-7 | 3-(1-Aminoethyl)phenol |
| (VI)145089-4-a,(VI)145089-4-b | 139306-10-8 | (-)-3-((1S)-1-(Dimethylamino)ethyl)phenol |
| (VIIa)145089-4-a | 42252-34-6 | N-Ethyl-N-methylcarbamic chloride |
| (VIIb)145089-4-a | 928032-01-3 | Ethyl(methyl)carbamic bromide |
| (VIII)145089-4-a | 123441-03-2 | (S)-3-(1-(Dimethylamino)ethyl)phenyl ethyl(methyl)carbamate |
OptimisedRoute 13Steps 4 · Total yield /
(IX)145089-4-b173098-21-0→(VI)145089-4-a,(VI)145089-4-b139306-10-8→(X)145089-4-b215395-13-4→(XI)145089-4-b124-40-3→(XII)145089-4-b2484093-31-2→(XIII)145089-4-b2484093-32-3→API · Rivastigmine Tartrate
| Code | CAS No. | Intermediate |
|---|
| (IX)145089-4-b | 173098-21-0 | 1-(Benzyloxy)-3-ethenylbenzene |
| (VI)145089-4-a,(VI)145089-4-b | 139306-10-8 | (-)-3-((1S)-1-(Dimethylamino)ethyl)phenol |
| (X)145089-4-b | 215395-13-4 | (2S)-2-[3-(Benzyloxy)phenyl]oxirane |
| (XI)145089-4-b | 124-40-3Available | Dimethylamine anhydrous |
| (XII)145089-4-b | 2484093-31-2 | (2R)-2-[3-(Benzyloxy)phenyl]-2-(dimethylamino)ethan-1-ol |
| (XIII)145089-4-b | 2484093-32-3 | (2R)-2-[3-(Benzyloxy)phenyl]-2-(dimethylamino)ethyl methanesulfonate |
OptimisedRoute 14Steps 8 · Total yield /
(I)145089-5-a121-71-1→(II)145089-5-a58297-34-0→(III)145089-5-a1492060-24-8→(IV)145089-5-a1213234-35-5→(V)145089-5-a63720-38-7→(VI)145089-5-a1351944-50-7→(VII)145089-5-a1213234-37-7→(VIII)145089-5-a1213234-40-2→(IX)145089-5-a139306-10-8→(X)145089-5-a42252-34-6→(XI)145089-5-a123441-03-2→(XII)145089-5-a—→(XIII)145089-5-a—→API · Rivastigmine Tartrate
| Code | CAS No. | Intermediate |
|---|
| (I)145089-5-a | 121-71-1 | 1-(3-Hydroxyphenyl)ethanone |
| (II)145089-5-a | 58297-34-0 | 3-Acetylphenyl 4-methylbenzenesulfonate |
| (III)145089-5-a | 1492060-24-8 | 3-[1-(Formylamino)ethyl]phenyl 4-methylbenzenesulfonate |
| (IV)145089-5-a | 1213234-35-5 | 3-(1-Aminoethyl)phenyl 4-methylbenzenesulfonate |
| (V)145089-5-a | 63720-38-7 | 3-(1-Aminoethyl)phenol |
| (VI)145089-5-a | 1351944-50-7 | 3-[(1R)-1-Aminoethyl]phenyl 4-methylbenzenesulfonate |
| (VII)145089-5-a | 1213234-37-7 | 3-[(1S)-1-Aminoethyl]phenyl 4-methylbenzenesulfonate |
| (VIII)145089-5-a | 1213234-40-2 | 3-[(1S)-1-(Dimethylamino)ethyl]phenyl 4-methylbenzenesulfonate |
| (IX)145089-5-a | 139306-10-8 | (-)-3-((1S)-1-(Dimethylamino)ethyl)phenol |
| (X)145089-5-a | 42252-34-6 | N-Ethyl-N-methylcarbamic chloride |
| (XI)145089-5-a | 123441-03-2 | (S)-3-(1-(Dimethylamino)ethyl)phenyl ethyl(methyl)carbamate |
| (XII)145089-5-a | - | 3-[(1R)-1-[[(E)-Phenylmethylidene]amino]ethyl]phenyl 4-methylbenzenesulfonate |
| (XIII)145089-5-a | - | 3-(1-[[(E)-Phenylmethylidene]amino]ethyl)phenyl 4-methylbenzenesulfonate |
OptimisedRoute 15Steps 6 · Total yield /
(I)145089-6-a121-71-1→(II)145089-6-a2627-86-3→(III)145089-6-a1017234-21-7→(IV)145089-6-a1017234-23-9→(V)145089-6-a894079-42-6→(VI)145089-6-a139306-10-8→(VII)145089-6-a624-78-2→(VIIII)145089-6-a123441-03-2→API · Rivastigmine Tartrate
| Code | CAS No. | Intermediate |
|---|
| (I)145089-6-a | 121-71-1 | 1-(3-Hydroxyphenyl)ethanone |
| (II)145089-6-a | 2627-86-3 | (S)-(-)-1-Phenylethylamine |
| (III)145089-6-a | 1017234-21-7 | 3-[(1S)-1-[[(1S)-1-Phenylethyl]amino]ethyl]phenol |
| (IV)145089-6-a | 1017234-23-9 | 3-[(1S)-1-[Methyl[(1S)-1-phenylethyl]amino]ethyl]phenol |
| (V)145089-6-a | 894079-42-6 | 3-[1(S)-(Methylamino)ethyl]phenol |
| (VI)145089-6-a | 139306-10-8 | (-)-3-((1S)-1-(Dimethylamino)ethyl)phenol |
| (VII)145089-6-a | 624-78-2 | N-Ethyl-N-methylamine |
| (VIIII)145089-6-a | 123441-03-2 | (S)-3-(1-(Dimethylamino)ethyl)phenyl ethyl(methyl)carbamate |
OptimisedRoute 16Steps 3 · Total yield /
(I)145089-7-a586-37-8→(II)145089-7-a122806-25-1→(III)145089-7-a1384454-55-0→(IV)145089-7-a82796-69-8→API · Rivastigmine Tartrate
| Code | CAS No. | Intermediate |
|---|
| (I)145089-7-a | 586-37-8 | 1-(3-Methoxyphenyl)ethanone |
| (II)145089-7-a | 122806-25-1 | (1E)-1-(3-Methoxyphenyl)ethanone oxime |
| (III)145089-7-a | 1384454-55-0 | (1E)-N-(Benzyloxy)-1-(3-methoxyphenyl)ethanimine |
| (IV)145089-7-a | 82796-69-8 | (1S)-1-(3-Methoxyphenyl)ethanamine |
OptimisedRoute 17Steps 5 · Total yield /
(Ia)145089-9-a1162673-62-2→(Ib)145089-9-a90933-75-8→(II)145089-9-a1412902-99-8→(III)145089-9-a1412902-91-0→(IV)145089-9-a1017234-23-9→(V)145089-9-a42252-34-6→(VI)145089-9-a1412902-83-0→(VII)145089-9-a1017234-25-1→(VIII)145089-9-a123441-03-2→API · Rivastigmine Tartrate
| Code | CAS No. | Intermediate |
|---|
| (Ia)145089-9-a | 1162673-62-2 | (1S)-1-(3-Methoxyphenyl)-N-methyl-N-[(1S)-1-phenylethyl]ethanamine |
| (Ib)145089-9-a | 90933-75-8 | (1S)-1-(3-Methoxyphenyl)-N-[(1S)-1-phenylethyl]ethanamine |
| (II)145089-9-a | 1412902-99-8 | (1S)-1-(3-Methoxyphenyl)-N,N-dimethyl-N-[(1S)-1-phenylethyl]ethanaminium iodide |
| (III)145089-9-a | 1412902-91-0 | (1S)-1-(3-Hydroxyphenyl)-N,N-dimethyl-N-[(1S)-1-phenylethyl]ethanaminium iodide |
| (IV)145089-9-a | 1017234-23-9 | 3-[(1S)-1-[Methyl[(1S)-1-phenylethyl]amino]ethyl]phenol |
| (V)145089-9-a | 42252-34-6 | N-Ethyl-N-methylcarbamic chloride |
| (VI)145089-9-a | 1412902-83-0 | (1S)-1-(3-[[Ethyl(methyl)carbamoyl]oxy]phenyl)-N,N-dimethyl-N-[(1S)-1-phenylethyl]ethanaminium iodide |
| (VII)145089-9-a | 1017234-25-1 | 3-[(1S)-1-[Methyl[(1S)-1-phenylethyl]amino]ethyl]phenyl ethyl(methyl)carbamate |
| (VIII)145089-9-a | 123441-03-2 | (S)-3-(1-(Dimethylamino)ethyl)phenyl ethyl(methyl)carbamate |
OptimisedRoute 18Steps 6 · Total yield /
(I)145089-11-a121-71-1→(II)145089-11-a625852-10-0→(III)145089-11-a1233378-72-7→(IV)145089-11-a124-40-3→(V)145089-11-a1233378-78-3→(VI)145089-11-a139306-10-8→(VII)145089-11-a42252-34-6→(VIII)145089-11-a123441-03-2→(IX)145089-11-a855300-09-3→(X)145089-11-a856408-80-5→(XI)145089-11-a1418318-99-6→API · Rivastigmine Tartrate
| Code | CAS No. | Intermediate |
|---|
| (I)145089-11-a | 121-71-1 | 1-(3-Hydroxyphenyl)ethanone |
| (II)145089-11-a | 625852-10-0 | 3-[1(R)-Hydroxyethyl]phenol |
| (III)145089-11-a | 1233378-72-7 | 3-[(1R)-1-[(Methanesulfonyl)oxy]ethyl]phenyl methanesulfonate |
| (IV)145089-11-a | 124-40-3Available | Dimethylamine anhydrous |
| (V)145089-11-a | 1233378-78-3 | 3-[(1S)-1-(Dimethylamino)ethyl]phenyl methanesulfonate |
| (VI)145089-11-a | 139306-10-8 | (-)-3-((1S)-1-(Dimethylamino)ethyl)phenol |
| (VII)145089-11-a | 42252-34-6 | N-Ethyl-N-methylcarbamic chloride |
| (VIII)145089-11-a | 123441-03-2 | (S)-3-(1-(Dimethylamino)ethyl)phenyl ethyl(methyl)carbamate |
| (IX)145089-11-a | 855300-09-3 | 3-Acetylphenyl ethyl(methyl)carbamate |
| (X)145089-11-a | 856408-80-5 | 3-[(1R)-1-Hydroxyethyl]phenyl ethyl(methyl)carbamate |
| (XI)145089-11-a | 1418318-99-6 | (1R)-1-(3-[[Ethyl(methyl)carbamoyl]oxy]phenyl)ethyl methanesulfonate |
OptimisedRoute 19Steps 1 · Total yield /
(I)145089-14-a93351-40-7→(II)145089-14-a1007894-87-2→API · Rivastigmine Tartrate
| Code | CAS No. | Intermediate |
|---|
| (I)145089-14-a | 93351-40-7 | 1-(3-Methoxyphenyl)ethyl acetate |
| (II)145089-14-a | 1007894-87-2 | (1S)-1-(3-Methoxyphenyl)ethyl acetate |
OptimisedRoute 20Steps 1 · Total yield /
(I)145089-15-a586-37-8→(II)145089-15-a506-59-2→(III)145089-15-a169772-44-5→API · Rivastigmine Tartrate
| Code | CAS No. | Intermediate |
|---|
| (I)145089-15-a | 586-37-8 | 1-(3-Methoxyphenyl)ethanone |
| (II)145089-15-a | 506-59-2 | Dimethylamine hydrochloride |
| (III)145089-15-a | 169772-44-5 | 1-(3-Methoxyphenyl)-N,N-dimethylethanamine |
OptimisedRoute 21Steps 4 · Total yield /
(I)145089-17-a121-71-1→(II)145089-17-a—→(III)145089-17-a—→(IV)145089-17-a923035-06-7→(V)145089-17-a894079-42-6→(VI)145089-17-a139306-10-8→API · Rivastigmine Tartrate
| Code | CAS No. | Intermediate |
|---|
| (I)145089-17-a | 121-71-1 | 1-(3-Hydroxyphenyl)ethanone |
| (II)145089-17-a | - | Aminomethane |
| (III)145089-17-a | - | 3-[(1E)-N-Methylethanimidoyl]phenol |
| (IV)145089-17-a | 923035-06-7 | 3-[1-(Methylamino)ethyl]phenol |
| (V)145089-17-a | 894079-42-6 | 3-[1(S)-(Methylamino)ethyl]phenol |
| (VI)145089-17-a | 139306-10-8 | (-)-3-((1S)-1-(Dimethylamino)ethyl)phenol |
OptimisedRoute 22Steps 2 · Total yield /
(I)145089-18-a2053896-43-6→(II)145089-18-a1809788-66-6→(III)145089-18-a190391-62-9→API · Rivastigmine Tartrate
| Code | CAS No. | Intermediate |
|---|
| (I)145089-18-a | 2053896-43-6 | (1S)-N-[(1E)-1-[3-(Benzyloxy)phenyl]ethylidene]-1-phenylethanamine |
| (II)145089-18-a | 1809788-66-6 | (1S)-1-[3-(Benzyloxy)phenyl]-N-[(1S)-1-phenylethyl]ethanamine |
| (III)145089-18-a | 190391-62-9 | (1S)-1-[3-(Benzyloxy)phenyl]ethanamine |
OptimisedRoute 23Steps 7 · Total yield /
(I)145089-19-a586-37-8→(II)145089-19-a2627-86-3→(III)145089-19-a90933-75-8→(IV)145089-19-a1162673-62-2→(V)145089-19-a1017234-23-9→(VI)145089-19-a42252-34-6→(VII)145089-19-a624-78-2→(VIII)145089-19-a32315-10-9→(IX)145089-19-a1017234-25-1→(X)145089-19-a923035-05-6→(XI)145089-19-a855300-09-3→(XII)145089-19-a—→(XIII)145089-19-a123441-03-2→(XIV)145089-19-a2053896-45-8→(XV)145089-19-a1056639-26-9→API · Rivastigmine Tartrate
| Code | CAS No. | Intermediate |
|---|
| (I)145089-19-a | 586-37-8 | 1-(3-Methoxyphenyl)ethanone |
| (II)145089-19-a | 2627-86-3 | (S)-(-)-1-Phenylethylamine |
| (III)145089-19-a | 90933-75-8 | (1S)-1-(3-Methoxyphenyl)-N-[(1S)-1-phenylethyl]ethanamine |
| (IV)145089-19-a | 1162673-62-2 | (1S)-1-(3-Methoxyphenyl)-N-methyl-N-[(1S)-1-phenylethyl]ethanamine |
| (V)145089-19-a | 1017234-23-9 | 3-[(1S)-1-[Methyl[(1S)-1-phenylethyl]amino]ethyl]phenol |
| (VI)145089-19-a | 42252-34-6 | N-Ethyl-N-methylcarbamic chloride |
| (VII)145089-19-a | 624-78-2 | N-Ethyl-N-methylamine |
| (VIII)145089-19-a | 32315-10-9 | Bis(trichloromethyl) carbonate |
| (IX)145089-19-a | 1017234-25-1 | 3-[(1S)-1-[Methyl[(1S)-1-phenylethyl]amino]ethyl]phenyl ethyl(methyl)carbamate |
| (X)145089-19-a | 923035-05-6 | 3-[(1S)-1-(Methylamino)ethyl]phenyl ethyl(methyl)carbamate |
| (XI)145089-19-a | 855300-09-3 | 3-Acetylphenyl ethyl(methyl)carbamate |
| (XII)145089-19-a | - | Aminomethane |
| (XIII)145089-19-a | 123441-03-2 | (S)-3-(1-(Dimethylamino)ethyl)phenyl ethyl(methyl)carbamate |
| (XIV)145089-19-a | 2053896-45-8 | 3-[(1E)-N-[(1S)-1-Phenylethyl]ethanimidoyl]phenyl ethyl(methyl)carbamate |
| (XV)145089-19-a | 1056639-26-9 | 3-[(1S)-1-[[(1S)-1-Phenylethyl]amino]ethyl]phenyl ethyl(methyl)carbamate |
OptimisedRoute 24Steps 4 · Total yield /
(I)145089-20-a121-71-1→(II)145089-20-a34068-01-4→(III)145089-20-a2627-86-3→(IV)145089-20-a2053896-43-6→(V)145089-20-a1809788-66-6→(VI)145089-20-a123982-81-0→API · Rivastigmine Tartrate
| Code | CAS No. | Intermediate |
|---|
| (I)145089-20-a | 121-71-1 | 1-(3-Hydroxyphenyl)ethanone |
| (II)145089-20-a | 34068-01-4 | 1-[3-(Benzyloxy)phenyl]ethanone |
| (III)145089-20-a | 2627-86-3 | (S)-(-)-1-Phenylethylamine |
| (IV)145089-20-a | 2053896-43-6 | (1S)-N-[(1E)-1-[3-(Benzyloxy)phenyl]ethylidene]-1-phenylethanamine |
| (V)145089-20-a | 1809788-66-6 | (1S)-1-[3-(Benzyloxy)phenyl]-N-[(1S)-1-phenylethyl]ethanamine |
| (VI)145089-20-a | 123982-81-0 | 3-[(1S)-1-Aminoethyl]phenol |
OptimisedRoute 25Steps 3 · Total yield /
(I)145089-21-a,(I)145089-21-b855300-09-3→(II)145089-21-a1257519-35-9→(III)145089-21-a124-40-3→(IV)145089-21-a123441-03-2→(V)145089-21-a,(V)145089-21-b856408-80-5→API · Rivastigmine Tartrate
| Code | CAS No. | Intermediate |
|---|
| (I)145089-21-a,(I)145089-21-b | 855300-09-3 | 3-Acetylphenyl ethyl(methyl)carbamate |
| (II)145089-21-a | 1257519-35-9 | 3-[(1S)-1-Hydroxyethyl]phenyl ethyl(methyl)carbamate |
| (III)145089-21-a | 124-40-3Available | Dimethylamine anhydrous |
| (IV)145089-21-a | 123441-03-2 | (S)-3-(1-(Dimethylamino)ethyl)phenyl ethyl(methyl)carbamate |
| (V)145089-21-a,(V)145089-21-b | 856408-80-5 | 3-[(1R)-1-Hydroxyethyl]phenyl ethyl(methyl)carbamate |
OptimisedRoute 26Steps 4 · Total yield /
(I)145089-21-a,(I)145089-21-b855300-09-3→(V)145089-21-a,(V)145089-21-b856408-80-5→(VI)145089-21-b121-71-1→(VII)145089-21-b42252-34-6→(VIII)145089-21-b1222073-98-4→(IX)145089-21-b2413177-23-6→API · Rivastigmine Tartrate
| Code | CAS No. | Intermediate |
|---|
| (I)145089-21-a,(I)145089-21-b | 855300-09-3 | 3-Acetylphenyl ethyl(methyl)carbamate |
| (V)145089-21-a,(V)145089-21-b | 856408-80-5 | 3-[(1R)-1-Hydroxyethyl]phenyl ethyl(methyl)carbamate |
| (VI)145089-21-b | 121-71-1 | 1-(3-Hydroxyphenyl)ethanone |
| (VII)145089-21-b | 42252-34-6 | N-Ethyl-N-methylcarbamic chloride |
| (VIII)145089-21-b | 1222073-98-4 | 3-(1-Hydroxyethyl)phenyl ethyl(methyl)carbamate |
| (IX)145089-21-b | 2413177-23-6 | 2-[[1-(3-[[Ethyl(methyl)carbamoyl]oxy]phenyl)ethoxy]carbonyl]benzoic acid |
OptimisedRoute 27Steps 4 · Total yield /
(I)145089-25-a93-55-0→(II)145089-25-a5470-11-1→(III)145089-25-a—→(IV)145089-25-a2890-85-9→(V)145089-25-a57680-92-9→(VI)145089-25-a3082-64-2→API · Rivastigmine Tartrate
| Code | CAS No. | Intermediate |
|---|
| (I)145089-25-a | 93-55-0 | 1-Phenyl-1-propanone |
| (II)145089-25-a | 5470-11-1Available | Amino alcohol hydrochloride |
| (III)145089-25-a | - | N-[1-Phenylpropylidene]hydroxylamine |
| (IV)145089-25-a | 2890-85-9 | N-[1-Phenylprop-1-en-1-yl]acetamide |
| (V)145089-25-a | 57680-92-9 | N-[(1R)-1-Phenylpropyl]acetamide |
| (VI)145089-25-a | 3082-64-2 | (R)-(+)-alpha-Ethylbenzylamine |