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伊沙匹隆
Tier C — Watch / tradeIxabepilone
百时美施贵宝
Originator
2007
First approval
-
Expiry (public)
$0.11B ▲
Peak sales
化学药
Type
Targets：Tubulin
Brand：Ixempra、易莎平
Indications (approved)：乳腺癌
Regional status
US
批准上市
2007-10-16
EU
终止
2003-09-01
China
无进展
2003-09-01
Japan
无进展
2006-12-01
Synthetic routes & intermediates5 routes
Originator routes × 1Optimised (non-patent) × 4Process routes × 0
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 15 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| IXAB-001 | 192060-67-6 | N-((1R,2R)-1-hydroxy-1-phenylpropan-2-yl)-N-methylpropionamide |
| IXAB-002 | 1119-51-3 | 5-bromopent-1-ene |
| IXAB-003 | 219990-11-1 | (S)-N-((1R,2R)-1-hydroxy-1-phenylpropan-2-yl)-N,2-dimethylhept-6-enamide |
| IXAB-004 | - | (1S,2S)-1-(((1R,2R)-1-hydroxy-1-phenylpropan-2-yl)(methyl)amino)-2-methylhept-6-en-1-ol |
| IXAB-005 | 184917-63-3 | (S)-2-methylhept-6-enal |
| IXAB-006 | 219990-10-0 | 3-((tert-butyldimethylsilyl)oxy)-4,4-dimethyl-5-oxoheptanoic acid |
| IXAB-007 | 187283-47-2 | (3S,6R,7S,8S)-3-((tert-butyldimethylsilyl)oxy)-7-hydroxy-4,4,6,8-tetramethyl-5-oxotridec-12-enoic acid |
| IXAB-008 | - | (S,1E,5E)-2-methyl-1-(2-methylthiazol-4-yl)hepta-1,5-dien-3-amine |
| IXAB-009 | - | (3S,6R,7S,8S)-3-((tert-butyldimethylsilyl)oxy)-7-hydroxy-4,4,6,8-tetramethyl-N-((S,1E,5E)-2-methyl-1-(2-methylthiazol-4-yl)hepta-1,5-dien-3-yl)-5-oxotridec-12-enamide |
| IXAB-010 | - | (4S,7R,8S,9S,16S,Z)-4-((tert-butyldimethylsilyl)oxy)-8-hydroxy-5,5,7,9,13-pentamethyl-16-((E)-1-(2-methylthiazol-4-yl)prop-1-en-2-yl)azacyclohexadec-13-ene-2,6-dione |
| IXAB-011 | 302897-16-1 | (4S,7R,8S,9S,16S,Z)-4,8-dihydroxy-5,5,7,9,13-pentamethyl-16-((E)-1-(2-methylthiazol-4-yl)prop-1-en-2-yl)azacyclohexadec-13-ene-2,6-dione |
| IXAB-012 | 110-91-8Available | morpholine |
| IXAB-013 | 78-84-2 | isobutyraldehyde |
| IXAB-014 | 2403-55-6 | 4-(2-methylprop-1-en-1-yl)morpholine |
| IXAB-015 | 79-03-8 | (8R,9S,10R,13S,14S,17R)-17-(2-hydroxyacetyl)-10,13-dimethyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl pentanoate |
| IXAB-016 | 106921-60-2 | 2,2-dimethyl-3-oxopentanal |
| IXAB-017 | - | allylbis(4,6,6-trimethylbicyclo[3.1.1]hept-2-en-3-yl)borane |
| IXAB-018 | 69739-34-0 | tert-butyldimethylsilyl trifluoromethanesulfonate |
| IXAB-019 | 187283-44-9 | 5-((tert-butyldimethylsilyl)oxy)-4,4-dimethyloct-7-en-3-one |
| IXAB-020 | 193146-29-1 | 3-((tert-butyldimethylsilyl)oxy)-4,4-dimethyl-5-oxoheptanal |
| IXAB-021 | 93382-75-3 | (S,E)-2-aminopent-3-enoic acid |
| IXAB-022 | 90600-20-7Available | (S,E)-2-((tert-butoxycarbonyl)amino)pent-3-enoic acid |
| IXAB-023 | 208521-14-6 | tert-butyl (S,E)-(1-(methoxy(methyl)amino)-1-oxopent-3-en-2-yl)carbamate |
| IXAB-024 | - | tert-butyl (S,E)-(2-oxohept-5-en-3-yl)carbamate |
| IXAB-025 | 184246-51-3 | ((2-methylthiazol-4-yl)methyl)diphenylphosphine oxide |
| IXAB-026 | - | tert-butyl ((S,1E,5E)-2-methyl-1-(2-methylthiazol-4-yl)hepta-1,5-dien-3-yl)carbamate |
| IXAB-027 | - | methoxybis(4,6,6-trimethylbicyclo[3.1.1]hept-2-en-3-yl)borane |
OptimisedRoute 2Steps 1 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| IXAB-028 | 152044-54-7 | (1S,3S,7S,10R,11S,12S,16R)-7,11-dihydroxy-8,8,10,12,16-pentamethyl-3-((E)-1-(2-methylthiazol-4-yl)prop-1-en-2-yl)-4,17-dioxabicyclo[14.1.0]heptadecane-5,9-dione |
OptimisedRoute 3Steps 10 · Total yield 18 mg
| Code | CAS No. | Intermediate |
|---|---|---|
| IXAB-011 | 302897-16-1 | (4S,7R,8S,9S,16S,Z)-4,8-dihydroxy-5,5,7,9,13-pentamethyl-16-((E)-1-(2-methylthiazol-4-yl)prop-1-en-2-yl)azacyclohexadec-13-ene-2,6-dione |
| IXAB-029 | 277749-35-6 | 4-((R,1E,5Z)-6-iodo-2-methyl-3-((triethylsilyl)oxy)hepta-1,5-dien-1-yl)-2-methylthiazole |
| IXAB-030 | 277749-45-8 | (R,1E,5Z)-6-iodo-2-methyl-1-(2-methylthiazol-4-yl)hepta-1,5-dien-3-ol |
| IXAB-031 | 277749-36-7 | 4-((S,1E,5Z)-3-azido-6-iodo-2-methylhepta-1,5-dien-1-yl)-2-methylthiazole |
| IXAB-032 | 224580-49-8 | tert-butyl (6R,7S,8S,Z)-3-methoxy-4,4,6,8-tetramethyl-5-oxo-7-(((2,2,2-trichloroethoxy)carbonyl)oxy)undeca-2,10-dienoate |
| IXAB-033 | 350042-09-0 | tert-butyl (2Z,6R,7S,8S,12Z,15S,16E)-15-azido-3-methoxy-4,4,6,8,12,16-hexamethyl-17-(2-methylthiazol-4-yl)-5-oxo-7-(((2,2,2-trichloroethoxy)carbonyl)oxy)heptadeca-2,12,16-trienoate |
| IXAB-034 | 350042-11-4 | tert-butyl (2Z,6R,7S,8S,12Z,15S,16E)-15-((tert-butoxycarbonyl)amino)-3-methoxy-4,4,6,8,12,16-hexamethyl-17-(2-methylthiazol-4-yl)-5-oxo-7-(((2,2,2-trichloroethoxy)carbonyl)oxy)heptadeca-2,12,16-trienoate |
| IXAB-035 | 277749-41-4 | tert-butyl (6R,7S,8S,12Z,15S,16E)-15-((tert-butoxycarbonyl)amino)-4,4,6,8,12,16-hexamethyl-17-(2-methylthiazol-4-yl)-3,5-dioxo-7-(((2,2,2-trichloroethoxy)carbonyl)oxy)heptadeca-12,16-dienoate |
| IXAB-036 | 277749-42-5 | tert-butyl (3R,6R,7S,8S,12Z,15S,16E)-15-((tert-butoxycarbonyl)amino)-3-hydroxy-4,4,6,8,12,16-hexamethyl-17-(2-methylthiazol-4-yl)-5-oxo-7-(((2,2,2-trichloroethoxy)carbonyl)oxy)heptadeca-12,16-dienoate |
| IXAB-037 | 350042-12-5 | (3R,6R,7S,8S,12Z,15S,16E)-15-amino-3-hydroxy-4,4,6,8,12,16-hexamethyl-17-(2-methylthiazol-4-yl)-5-oxo-7-(((2,2,2-trichloroethoxy)carbonyl)oxy)heptadeca-12,16-dienoic acid |
| IXAB-038 | 277749-43-6 | (4R,7R,8S,9S,16S,Z)-4-hydroxy-5,5,7,9,13-pentamethyl-16-((E)-1-(2-methylthiazol-4-yl)prop-1-en-2-yl)-2,6-dioxoazacyclohexadec-13-en-8-yl (2,2,2-trichloroethyl) carbonate |
OptimisedRoute 4Steps 10 · Total yield 27 mg
| Code | CAS No. | Intermediate |
|---|---|---|
| IXAB-059 | 1627542-25-9 | tert-butyl (S,E)-(2-methyl-1-(2-methylthiazol-4-yl)-5-oxopent-1-en-3-yl)carbamate |
| IXAB-060 | 350042-17-0 | (S,1E,5Z)-6-iodo-2-methyl-1-(2-methylthiazol-4-yl)hepta-1,5-dien-3-amine |
| IXAB-011 | 302897-16-1 | (4S,7R,8S,9S,16S,Z)-4,8-dihydroxy-5,5,7,9,13-pentamethyl-16-((E)-1-(2-methylthiazol-4-yl)prop-1-en-2-yl)azacyclohexadec-13-ene-2,6-dione |
| IXAB-039 | 141993-16-0 | 1-((3aR,6R,7aS)-2,2-dioxidotetrahydro-3H-3a,6-methanobenzo[c]isothiazol-1(4H)-yl)ethan-1-one compound with ethane (1:1) |
| IXAB-040 | 6303-70-4 | 3,3-dimethylhexane-2,4-dione |
| IXAB-041 | 250679-51-7 | (S)-1-((3aR,6R,7aS)-2,2-dioxidotetrahydro-3H-3a,6-methanobenzo[c]isothiazol-1(4H)-yl)-3-hydroxy-4,4-dimethylheptane-1,5-dione compound with ethane (1:1) |
| IXAB-042 | 250679-52-8 | (S)-3-((tert-butyldimethylsilyl)oxy)-1-((3aR,6R,7aS)-2,2-dioxidotetrahydro-3H-3a,6-methanobenzo[c]isothiazol-1(4H)-yl)-4,4-dimethylheptane-1,5-dione compound with ethane (1:1) |
| IXAB-043 | 61866-32-8 | (S)-2-methylpent-4-enal |
| IXAB-044 | 1627542-36-2 | (3S,6R,7S,8S)-3-((tert-butyldimethylsilyl)oxy)-1-((3aR,6R,7aS)-2,2-dioxidotetrahydro-3H-3a,6-methanobenzo[c]isothiazol-1(4H)-yl)-7-hydroxy-4,4,6,8-tetramethylundec-10-ene-1,5-dione compound with ethane (1:1) |
| IXAB-045 | 1187312-03-3 | (3S,6R,7S,8S)-3,7-bis((tert-butyldimethylsilyl)oxy)-1-((3aR,6R,7aS)-2,2-dioxidotetrahydro-3H-3a,6-methanobenzo[c]isothiazol-1(4H)-yl)-4,4,6,8-tetramethylundec-10-ene-1,5-dione compound with ethane (1:1) |
| IXAB-046 | 350041-90-6 | tert-butyl ((S,1E,5Z)-6-iodo-2-methyl-1-(2-methylthiazol-4-yl)hepta-1,5-dien-3-yl)carbamate |
| IXAB-047 | - | tert-butyl ((1E,3S,5Z,10S,11S,12R,15S)-11,15-bis((tert-butyldimethylsilyl)oxy)-17-((3aR,6R,7aS)-2,2-dioxidotetrahydro-3H-3a,6-methanobenzo[c]isothiazol-1(4H)-yl)-2,6,10,12,14,14-hexamethyl-1-(2-methylthiazol-4-yl)-13,17-dioxoheptadeca-1,5-dien-3-yl)carbamate compound with ethane (1:1) |
| IXAB-048 | 1627542-48-6 | (3S,6R,7S,8S,12Z,15S,16E)-15-((tert-butoxycarbonyl)amino)-3,7-bis((tert-butyldimethylsilyl)oxy)-4,4,6,8,12,16-hexamethyl-17-(2-methylthiazol-4-yl)-5-oxoheptadeca-12,16-dienoic acid |
| IXAB-049 | 1627542-49-7 | (3S,6R,7S,8S,12Z,15S,16E)-15-amino-3,7-bis((tert-butyldimethylsilyl)oxy)-4,4,6,8,12,16-hexamethyl-17-(2-methylthiazol-4-yl)-5-oxoheptadeca-12,16-dienoic acid |
| IXAB-050 | 247232-14-0 | (4S,7R,8S,9S,16S,Z)-4,8-bis((tert-butyldimethylsilyl)oxy)-5,5,7,9,13-pentamethyl-16-((E)-1-(2-methylthiazol-4-yl)prop-1-en-2-yl)azacyclohexadec-13-ene-2,6-dione |
| IXAB-051 | 223271-59-8 | (E)-2-methyl-3-(2-methylthiazol-4-yl)acrylaldehyde |
| IXAB-052 | 196929-78-9 | (R)-2-methylpropane-2-sulfinamide |
| IXAB-053 | 1627542-22-6 | (R)-2-methyl-N-((1E,2E)-2-methyl-3-(2-methylthiazol-4-yl)allylidene)propane-2-sulfinamide |
| IXAB-054 | 106-95-6Available | 3-bromoprop-1-ene |
| IXAB-055 | 1627542-23-7 | (R)-2-methyl-N-((S,E)-2-methyl-1-(2-methylthiazol-4-yl)hexa-1,5-dien-3-yl)propane-2-sulfinamide |
| IXAB-056 | 219990-14-4 | (S,E)-2-methyl-1-(2-methylthiazol-4-yl)hexa-1,5-dien-3-amine |
| IXAB-057 | 219990-13-3 | tert-butyl (S,E)-(2-methyl-1-(2-methylthiazol-4-yl)hexa-1,5-dien-3-yl)carbamate |
| IXAB-058 | - | tert-butyl ((3S,E)-5,6-dihydroxy-2-methyl-1-(2-methylthiazol-4-yl)hex-1-en-3-yl)carbamate |
OptimisedRoute 5Steps 16 · Total yield 18 mg
| Code | CAS No. | Intermediate |
|---|---|---|
| IXAB-011 | 302897-16-1 | (4S,7R,8S,9S,16S,Z)-4,8-dihydroxy-5,5,7,9,13-pentamethyl-16-((E)-1-(2-methylthiazol-4-yl)prop-1-en-2-yl)azacyclohexadec-13-ene-2,6-dione |
| IXAB-031 | 277749-36-7 | 4-((S,1E,5Z)-3-azido-6-iodo-2-methylhepta-1,5-dien-1-yl)-2-methylthiazole |
| IXAB-061 | 97-67-6Available | (S)-2-hydroxysuccinic acid |
| IXAB-062 | 153011-57-5 | (S)-2-(3-oxo-1,4-dioxaspiro[4.5]decan-2-yl)acetic acid |
| IXAB-063 | 52079-23-9 | (S)-3-hydroxydihydrofuran-2(3H)-one |
| IXAB-064 | 164264-14-6 | (S)-3-((tert-butyldimethylsilyl)oxy)dihydrofuran-2(3H)-one |
| IXAB-065 | 188899-12-9 | (S)-3,5-bis((tert-butyldimethylsilyl)oxy)pentan-2-one |
| IXAB-066 | 63928-37-0 | diethyl ((2-methylthiazol-4-yl)methyl)phosphonate |
| IXAB-067 | 188899-13-0 | (S,E)-4-(3,5-bis((tert-butyldimethylsilyl)oxy)-2-methylpent-1-en-1-yl)-2-methylthiazole |
| IXAB-068 | 188899-14-1 | (S,E)-3-((tert-butyldimethylsilyl)oxy)-4-methyl-5-(2-methylthiazol-4-yl)pent-4-en-1-ol |
| IXAB-069 | 188730-08-7 | (S,E)-3-((tert-butyldimethylsilyl)oxy)-4-methyl-5-(2-methylthiazol-4-yl)pent-4-enal |
| IXAB-070 | 241129-35-1 | 4-((S,1E,5Z)-3-((tert-butyldimethylsilyl)oxy)-6-iodo-2-methylhepta-1,5-dien-1-yl)-2-methylthiazole |
| IXAB-071 | 312730-71-5 | (S,1E,5Z)-6-iodo-2-methyl-1-(2-methylthiazol-4-yl)hepta-1,5-dien-3-ol |
| IXAB-072 | 1453168-91-6 | tert-butyl (3R,6R,7S,8S)-3,7-bis((tert-butyldimethylsilyl)oxy)-4,4,6,8-tetramethyl-5-oxoundec-10-enoate |
| IXAB-073 | 1453168-95-0 | tert-butyl (6R,7S,8S,12Z,15S,16E)-15-azido-3,7-bis((tert-butyldimethylsilyl)oxy)-4,4,6,8,12,16-hexamethyl-17-(2-methylthiazol-4-yl)-5-oxoheptadeca-12,16-dienoate |
| IXAB-074 | 1453168-96-1 | tert-butyl (6R,7S,8S,12Z,15S,16E)-15-((tert-butoxycarbonyl)amino)-3,7-bis((tert-butyldimethylsilyl)oxy)-4,4,6,8,12,16-hexamethyl-17-(2-methylthiazol-4-yl)-5-oxoheptadeca-12,16-dienoate |
| IXAB-075 | 1453168-97-2 | tert-butyl (6R,7S,8S,12Z,15S,16E)-15-((tert-butoxycarbonyl)amino)-7-((tert-butyldimethylsilyl)oxy)-4,4,6,8,12,16-hexamethyl-17-(2-methylthiazol-4-yl)-3,5-dioxoheptadeca-12,16-dienoate |
| IXAB-076 | - | tert-butyl (3S,6R,7S,8S,12Z,15S,16E)-15-amino-7-((tert-butyldimethylsilyl)oxy)-3-hydroxy-4,4,6,8,12,16-hexamethyl-17-(2-methylthiazol-4-yl)-5-oxoheptadeca-12,16-dienoate |
| IXAB-077 | 77470-53-2 | 4-(chloromethyl)-2-methylthiazole hydrochloride |
| IXAB-078 | 78999-24-3 | 5-(benzyloxy)pentanal |
| IXAB-079 | 3282-30-2 | pivaloyl chloride |
| IXAB-080 | 90-82-4 | (1S,2S)-2-(methylamino)-1-phenylpropan-1-ol |
| IXAB-081 | 851955-69-6 | 5-(benzyloxy)-N-((1S,2S)-1-hydroxy-1-phenylpropan-2-yl)-N-methylpentanamide |
| IXAB-082 | 851955-70-9 | (S)-5-(benzyloxy)-N-((1S,2S)-1-hydroxy-1-phenylpropan-2-yl)-N,2-dimethylpentanamide |
| IXAB-083 | 81678-40-2 | (S)-5-(benzyloxy)-2-methylpentan-1-ol |
| IXAB-084 | 279227-20-2 | (S)-5-(benzyloxy)-2-methylpentanal |
| IXAB-085 | 101711-78-8 | (S)-4-benzyl-3-propionyloxazolidin-2-one |
| IXAB-086 | 844439-31-2 | (R)-4-benzyl-3-((2R,3S,4S)-7-(benzyloxy)-3-hydroxy-2,4-dimethylheptanoyl)oxazolidin-2-one |
| IXAB-087 | 6638-79-5Available | N,O-dimethylhydroxylamine hydrochloride |
| IXAB-088 | 851955-71-0 | (2R,3S,4S)-7-(benzyloxy)-3-hydroxy-N-methoxy-N,2,4-trimethylheptanamide |
| IXAB-089 | 851955-72-1 | (2R,3S,4S)-7-(benzyloxy)-3-((tert-butyldimethylsilyl)oxy)-N-methoxy-N,2,4-trimethylheptanamide |
| IXAB-090 | 851955-73-2 | (2R,3S,4S)-7-(benzyloxy)-3-((tert-butyldimethylsilyl)oxy)-2,4-dimethylheptanal |
| IXAB-091 | - | (2-methylbut-3-en-2-yl)magnesium chloride |
| IXAB-092 | 851955-74-3 | (5R,6S,7S)-10-(benzyloxy)-6-((tert-butyldimethylsilyl)oxy)-3,3,5,7-tetramethyldec-1-en-4-one |
| IXAB-093 | 851955-75-4 | (4R,5S,6S)-9-(benzyloxy)-5-((tert-butyldimethylsilyl)oxy)-2,2,4,6-tetramethyl-3-oxononanal |
| IXAB-094 | 1453168-88-1 | tert-butyl (3R,6R,7S,8S)-11-(benzyloxy)-7-((tert-butyldimethylsilyl)oxy)-3-hydroxy-4,4,6,8-tetramethyl-5-oxoundecanoate |
| IXAB-095 | 1453168-89-2 | tert-butyl (3R,6R,7S,8S)-11-(benzyloxy)-3,7-bis((tert-butyldimethylsilyl)oxy)-4,4,6,8-tetramethyl-5-oxoundecanoate |
| IXAB-096 | 1453168-90-5 | tert-butyl (3R,6R,7S,8S)-3,7-bis((tert-butyldimethylsilyl)oxy)-11-hydroxy-4,4,6,8-tetramethyl-5-oxoundecanoate |
Frequently asked questions
What are the approved indications of Ixabepilone?
Approved indications include: 乳腺癌.
When does the Ixabepilone patent expire?
No public expiry year is available for Ixabepilone yet; this page updates once verified.
How many synthesis routes are recorded for Ixabepilone?
5 synthesis routes are recorded; the shortest is 1 steps with / total yield. Intermediates in each route carry codes and CAS numbers.
Where can I buy Ixabepilone intermediates?
5 intermediate CAS of Ixabepilone are available through the Unibest supply network — see the route tables on this page and request a quote per CAS.
How do I get a quote for Ixabepilone intermediates?
Open the CAS profile of the target intermediate from this page, or submit an RFQ directly — the CAS enters the matching flow automatically and the supply network responds with quotes.
Source: cross-verified data (structured fields only) · 2026-09-24