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CAS 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
登记编号：IXAB-011
应用背景（按来源药适应症）
乳腺癌伊沙匹隆转移性乳腺癌伊沙匹隆宫颈癌伊沙匹隆前列腺癌伊沙匹隆实体瘤伊沙匹隆中性粒细胞减少伊沙匹隆
来源药（使用该中间体的合成路线）
| 品种 | 梯队 | 到期年 |
|---|---|---|
| 伊沙匹隆Ixabepilone | Tier C · 观察 / 贸易 | - |
合成路线中的位置（上下游链）
按路线登记顺序排列，左→右为合成方向；高亮为当前 CAS，其余可点击跳转对应档案。
N-((1R,2R)-1-hydroxy-1-phenylpropan-2-yl)-N-methylpropionamide→5-bromopent-1-ene→(S)-N-((1R,2R)-1-hydroxy-1-phenylpropan-2-yl)-N,2-dimethylhept-6-enamide→(1S,2S)-1-(((1R,2R)-1-hydroxy-1-phenylpropan-2-yl)(methyl)amino)-2-methylhept-6-en-1-ol→(S)-2-methylhept-6-enal→3-((tert-butyldimethylsilyl)oxy)-4,4-dimethyl-5-oxoheptanoic acid→(3S,6R,7S,8S)-3-((tert-butyldimethylsilyl)oxy)-7-hydroxy-4,4,6,8-tetramethyl-5-oxotridec-12-enoic acid→(S,1E,5E)-2-methyl-1-(2-methylthiazol-4-yl)hepta-1,5-dien-3-amine→(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→(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→(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→morpholine→isobutyraldehyde→4-(2-methylprop-1-en-1-yl)morpholine→(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→2,2-dimethyl-3-oxopentanal→allylbis(4,6,6-trimethylbicyclo[3.1.1]hept-2-en-3-yl)borane→tert-butyldimethylsilyl trifluoromethanesulfonate→5-((tert-butyldimethylsilyl)oxy)-4,4-dimethyloct-7-en-3-one→3-((tert-butyldimethylsilyl)oxy)-4,4-dimethyl-5-oxoheptanal→(S,E)-2-aminopent-3-enoic acid→(S,E)-2-((tert-butoxycarbonyl)amino)pent-3-enoic acid→tert-butyl (S,E)-(1-(methoxy(methyl)amino)-1-oxopent-3-en-2-yl)carbamate→tert-butyl (S,E)-(2-oxohept-5-en-3-yl)carbamate→((2-methylthiazol-4-yl)methyl)diphenylphosphine oxide→tert-butyl ((S,1E,5E)-2-methyl-1-(2-methylthiazol-4-yl)hepta-1,5-dien-3-yl)carbamate→methoxybis(4,6,6-trimethylbicyclo[3.1.1]hept-2-en-3-yl)borane
(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→4-((R,1E,5Z)-6-iodo-2-methyl-3-((triethylsilyl)oxy)hepta-1,5-dien-1-yl)-2-methylthiazole→(R,1E,5Z)-6-iodo-2-methyl-1-(2-methylthiazol-4-yl)hepta-1,5-dien-3-ol→4-((S,1E,5Z)-3-azido-6-iodo-2-methylhepta-1,5-dien-1-yl)-2-methylthiazole→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→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→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→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→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→(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→(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
tert-butyl (S,E)-(2-methyl-1-(2-methylthiazol-4-yl)-5-oxopent-1-en-3-yl)carbamate→(S,1E,5Z)-6-iodo-2-methyl-1-(2-methylthiazol-4-yl)hepta-1,5-dien-3-amine→(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→1-((3aR,6R,7aS)-2,2-dioxidotetrahydro-3H-3a,6-methanobenzo[c]isothiazol-1(4H)-yl)ethan-1-one compound with ethane (1:1)→3,3-dimethylhexane-2,4-dione→(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)→(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)→(S)-2-methylpent-4-enal→(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)→(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)→tert-butyl ((S,1E,5Z)-6-iodo-2-methyl-1-(2-methylthiazol-4-yl)hepta-1,5-dien-3-yl)carbamate→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)→(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→(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→(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→(E)-2-methyl-3-(2-methylthiazol-4-yl)acrylaldehyde→(R)-2-methylpropane-2-sulfinamide→(R)-2-methyl-N-((1E,2E)-2-methyl-3-(2-methylthiazol-4-yl)allylidene)propane-2-sulfinamide→3-bromoprop-1-ene→(R)-2-methyl-N-((S,E)-2-methyl-1-(2-methylthiazol-4-yl)hexa-1,5-dien-3-yl)propane-2-sulfinamide→(S,E)-2-methyl-1-(2-methylthiazol-4-yl)hexa-1,5-dien-3-amine→tert-butyl (S,E)-(2-methyl-1-(2-methylthiazol-4-yl)hexa-1,5-dien-3-yl)carbamate→tert-butyl ((3S,E)-5,6-dihydroxy-2-methyl-1-(2-methylthiazol-4-yl)hex-1-en-3-yl)carbamate
(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→4-((S,1E,5Z)-3-azido-6-iodo-2-methylhepta-1,5-dien-1-yl)-2-methylthiazole→(S)-2-hydroxysuccinic acid→(S)-2-(3-oxo-1,4-dioxaspiro[4.5]decan-2-yl)acetic acid→(S)-3-hydroxydihydrofuran-2(3H)-one→(S)-3-((tert-butyldimethylsilyl)oxy)dihydrofuran-2(3H)-one→(S)-3,5-bis((tert-butyldimethylsilyl)oxy)pentan-2-one→diethyl ((2-methylthiazol-4-yl)methyl)phosphonate→(S,E)-4-(3,5-bis((tert-butyldimethylsilyl)oxy)-2-methylpent-1-en-1-yl)-2-methylthiazole→(S,E)-3-((tert-butyldimethylsilyl)oxy)-4-methyl-5-(2-methylthiazol-4-yl)pent-4-en-1-ol→(S,E)-3-((tert-butyldimethylsilyl)oxy)-4-methyl-5-(2-methylthiazol-4-yl)pent-4-enal→4-((S,1E,5Z)-3-((tert-butyldimethylsilyl)oxy)-6-iodo-2-methylhepta-1,5-dien-1-yl)-2-methylthiazole→(S,1E,5Z)-6-iodo-2-methyl-1-(2-methylthiazol-4-yl)hepta-1,5-dien-3-ol→tert-butyl (3R,6R,7S,8S)-3,7-bis((tert-butyldimethylsilyl)oxy)-4,4,6,8-tetramethyl-5-oxoundec-10-enoate→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→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→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→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→4-(chloromethyl)-2-methylthiazole hydrochloride→5-(benzyloxy)pentanal→pivaloyl chloride→(1S,2S)-2-(methylamino)-1-phenylpropan-1-ol→5-(benzyloxy)-N-((1S,2S)-1-hydroxy-1-phenylpropan-2-yl)-N-methylpentanamide→(S)-5-(benzyloxy)-N-((1S,2S)-1-hydroxy-1-phenylpropan-2-yl)-N,2-dimethylpentanamide→(S)-5-(benzyloxy)-2-methylpentan-1-ol→(S)-5-(benzyloxy)-2-methylpentanal→(S)-4-benzyl-3-propionyloxazolidin-2-one→(R)-4-benzyl-3-((2R,3S,4S)-7-(benzyloxy)-3-hydroxy-2,4-dimethylheptanoyl)oxazolidin-2-one→N,O-dimethylhydroxylamine hydrochloride→(2R,3S,4S)-7-(benzyloxy)-3-hydroxy-N-methoxy-N,2,4-trimethylheptanamide→(2R,3S,4S)-7-(benzyloxy)-3-((tert-butyldimethylsilyl)oxy)-N-methoxy-N,2,4-trimethylheptanamide→(2R,3S,4S)-7-(benzyloxy)-3-((tert-butyldimethylsilyl)oxy)-2,4-dimethylheptanal→(2-methylbut-3-en-2-yl)magnesium chloride→(5R,6S,7S)-10-(benzyloxy)-6-((tert-butyldimethylsilyl)oxy)-3,3,5,7-tetramethyldec-1-en-4-one→(4R,5S,6S)-9-(benzyloxy)-5-((tert-butyldimethylsilyl)oxy)-2,2,4,6-tetramethyl-3-oxononanal→tert-butyl (3R,6R,7S,8S)-11-(benzyloxy)-7-((tert-butyldimethylsilyl)oxy)-3-hydroxy-4,4,6,8-tetramethyl-5-oxoundecanoate→tert-butyl (3R,6R,7S,8S)-11-(benzyloxy)-3,7-bis((tert-butyldimethylsilyl)oxy)-4,4,6,8-tetramethyl-5-oxoundecanoate→tert-butyl (3R,6R,7S,8S)-3,7-bis((tert-butyldimethylsilyl)oxy)-11-hydroxy-4,4,6,8-tetramethyl-5-oxoundecanoate
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