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CAS 71989-31-6
(((9H-fluoren-9-yl)methoxy)carbonyl)-L-prolineN-(9-Fluorenylmethoxycarbonyl)-L-prolineN-(9-Fluorenylmethoxycarbonyl)-L-proline<-fgf->1-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-proline(2S)-1-{[(9H-Fluoren-9-yl)methoxy]carbonyl}pyrrolidine-2-carboxylic acid
登记编号:BATIF-004、Atosiban-007、EPTI-003、(Xa)1062329-1-b
应用背景(按来源药适应症)
急性冠脉综合征枸橼酸倍维巴肽不稳定型心绞痛枸橼酸倍维巴肽非ST段抬高型心肌梗死枸橼酸倍维巴肽缺血性心脏病枸橼酸倍维巴肽心肌梗塞枸橼酸倍维巴肽心绞痛枸橼酸倍维巴肽产科分娩(早产)阿托西班醋酸盐早产(孕37周前)阿托西班醋酸盐子宫内膜异位症阿托西班醋酸盐不稳定型心绞痛依替巴肽心肌梗塞依替巴肽缺血性卒中依替巴肽急性冠脉综合征依替巴肽镰状细胞血症依替巴肽ST段抬高型心肌梗死依替巴肽
来源药(使用该中间体的合成路线)
| 品种 | 梯队 | 到期年 |
|---|---|---|
| 枸橼酸倍维巴肽Bevifibatide Citrate | Tier C · 观察 / 贸易 | - |
| 阿托西班醋酸盐Atosiban acetate | Tier C · 观察 / 贸易 | - |
| 依替巴肽Eptifibatide | Tier C · 观察 / 贸易 | - |
| Dazdotuftide | 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。
BATIF-001→N-(((9H-fluoren-9-yl)methoxy)carbonyl)-S-trityl-L-cysteine→(9H-fluoren-9-yl)methyl (R)-(1-(methylamino)-1-oxo-3-(tritylthio)propan-2-yl)carbamate→(((9H-fluoren-9-yl)methoxy)carbonyl)-L-proline→(9H-fluoren-9-yl)methyl (S)-2-(((R)-1-(methylamino)-1-oxo-3-(tritylthio)propan-2-yl)carbamoyl)pyrrolidine-1-carboxylate→Na-(((9H-fluoren-9-yl)methoxy)carbonyl)-1-(tert-butoxycarbonyl)-L-tryptophan→tert-butyl 3-((S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-((S)-2-(((R)-1-(methylamino)-1-oxo-3-(tritylthio)propan-2-yl)carbamoyl)pyrrolidin-1-yl)-3-oxopropyl)-1H-indole-1-carboxylate→(S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-4-(tert-butoxy)-4-oxobutanoic acid→tert-butyl 3-((S)-2-((S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-4-(tert-butoxy)-4-oxobutanamido)-3-((S)-2-(((R)-1-(methylamino)-1-oxo-3-(tritylthio)propan-2-yl)carbamoyl)pyrrolidin-1-yl)-3-oxopropyl)-1H-indole-1-carboxylate→(((9H-fluoren-9-yl)methoxy)carbonyl)glycine→tert-butyl 3-((8S,11S)-8-(2-(tert-butoxy)-2-oxoethyl)-1-(9H-fluoren-9-yl)-11-((S)-2-(((R)-1-(methylamino)-1-oxo-3-(tritylthio)propan-2-yl)carbamoyl)pyrrolidine-1-carbonyl)-3,6,9-trioxo-2-oxa-4,7,10-triazadodecan-12-yl)-1H-indole-1-carboxylate→N2-(((9H-fluoren-9-yl)methoxy)carbonyl)-Nw-((2,2,4,6,7-pentamethyl-2,3-dihydrobenzofuran-5-yl)sulfonyl)-L-arginine→tert-butyl 3-((5S,11S,14S)-11-(2-(tert-butoxy)-2-oxoethyl)-1-(9H-fluoren-9-yl)-14-((S)-2-(((R)-1-(methylamino)-1-oxo-3-(tritylthio)propan-2-yl)carbamoyl)pyrrolidine-1-carbonyl)-3,6,9,12-tetraoxo-5-(3-(3-((2,2,4,6,7-pentamethyl-2,3-dihydrobenzofuran-5-yl)sulfonyl)guanidino)propyl)-2-oxa-4,7,10,13-tetraazapentadecan-15-yl)-1H-indole-1-carboxylate→3-mercaptopropanoic acid→tert-butyl 3-((6S,12S,15S)-12-(2-(tert-butoxy)-2-oxoethyl)-1-imino-6-(3-mercaptopropanamido)-15-((S)-2-(((R)-1-(methylamino)-1-oxo-3-(tritylthio)propan-2-yl)carbamoyl)pyrrolidine-1-carbonyl)-7,10,13-trioxo-1-((2,2,4,6,7-pentamethyl-2,3-dihydrobenzofuran)-5-sulfonamido)-2,8,11,14-tetraazahexadecan-16-yl)-1H-indole-1-carboxylate→(S)-4-(((S)-1-((S)-2-(((R)-1-amino-3-mercapto-1-oxopropan-2-yl)carbamoyl)pyrrolidin-1-yl)-3-(1H-indol-3-yl)-1-oxopropan-2-yl)amino)-3-(2-((S)-5-guanidino-2-(3-mercaptopropanamido)pentanamido)acetamido)-4-oxobutanoic acid
N-(9H-Fluoren-9-ylmethoxycarbonyl)glycine→Resin bound 9H-fluoren-9-ylmethyl (2-amino-2-oxoethyl)carbamate→Resin bound glycinamide→Fmoc-Orn(Boc)-OH→Resin bound S-trityl-L-cysteinyl-L-prolyl-N5-(tert-butoxycarbonyl)-L-ornithylglycinamide→Resin bound N5-(tert-butoxycarbonyl)-L-ornithylglycinamide→N-(9-Fluorenylmethoxycarbonyl)-L-proline→Resin bound L-prolyl-N5-(tert-butoxycarbonyl)-L-ornithylglycinamide→N-[[(9H-Fluoren-9-yl)methoxy]carbonyl]-S-(triphenylmethyl)-L-cysteine→N2-[[(9H-Fluoren-9-yl)methoxy]carbonyl]-N-(triphenylmethyl)-L-asparagine→Resin bound N-trityl-L-asparaginyl-S-trityl-L-cysteinyl-L-prolyl-N5-(tert-butoxycarbonyl)-L-ornithylglycinamide→O-tert-Butyl-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-threonine→Resin bound O-tert-butyl-L-threonyl-N-trityl-L-asparaginyl-S-trityl-L-cysteinyl-L-prolyl-N5-(tert-butoxycarbonyl)-L-ornithylglycinamide
Resin bound glycine→CTC resin bound N5-(tert-butoxycarbonyl)-L-ornithylglycine→CTC resin bound L-prolyl-N5-(tert-butoxycarbonyl)-L-ornithylglycine→S-(Acetamidomethyl)-N-[[(9H-fluoren-9-yl)methoxy]carbonyl]-L-cysteine→CTC resin bouond S-(triphenylmethyl)-L-cysteinyl-L-prolyl-N5-(tert-butoxycarbonyl)-L-ornithylglycine→CTC resin bound N-(triphenylmethyl)-L-asparaginyl-S-(acetamidomethyl)-L-cysteinyl-L-prolyl-N5-(tert-butoxycarbonyl)-L-ornithylglycine→N-(9H-Fluoren-9-ylmethoxycarbonyl)glycine→N5-(tert-Butoxycarbonyl)-N2-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-ornithine→N-(9-Fluorenylmethoxycarbonyl)-L-proline→Nalpha-(9-Fluorenylmethoxycarbonyl)-Ngamma-trityl-L-asparagine
1-[[(9H-Fluoren-9-yl)methoxy]carbonyl]-L-prolyl-N5-(tert-butoxycarbonyl)-L-ornithine→Glycinamide→Resin bound S-(triphenylmethyl)-L-cysteinyl-L-prolyl-L-ornithylglycinamide→1-[[(9H-Fluoren-9-yl)methoxy]carbonyl]-L-prolyl-N5-(tert-butoxycarbonyl)-L-ornithylglycinamide→1-[[(9H-Fluoren-9-yl)methoxy]carbonyl]-L-prolyl-L-ornithylglycinamide→Resin bound L-prolyl-L-ornithylglycinamide→N2-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-asparagine→Resin bound L-asparaginyl-S-(triphenylmethyl)-L-cysteinyl-L-prolyl-L-ornithylglycinamide→N-[[(9H-Fluoren-9-yl)methoxy]carbonyl]-L-threonine→Resin bound L-threonyl-L-asparaginyl-S-(triphenylmethyl)-L-cysteinyl-L-prolyl-L-ornithylglycinamide→N-(9-Fluorenylmethoxycarbonyl)-L-proline<-fgf->1-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-proline→N5-(tert-Butoxycarbonyl)-L-ornithine<-fgf->Nalpha-tert-Butoxycarbonyl-L-ornithine<-fgf->Nalpha-Boc-L-ornithine<-fgf->N2-Boc-L-ornithine<-fgf->(2S)-5-Amino-2-{[(tert-butoxy)carbonyl]amino}pentanoic acid→N-(9-Fluorenylmethoxycarbonyl)-S-trityl-L-cysteine<-fgf->N-[[(9H-Fluoren-9-yl)methoxy]carbonyl]-S-(triphenylmethyl)-L-cysteine
Resin bound 9H-fluoren-9-ylmethyl (2-amino-2-oxoethyl)carbamate→Resin bound Gly-NH→N5-[1-(4,4-Dimethyl-2,6-dioxocyclohexylidene)ethyl]-N2-[[(9H-fluoren-9-yl)methoxy]carbonyl]-L-ornithine→Resin bound S-(triphenylmethyl)-L-cysteinyl-L-prolyl-N5-[1-(4,4-dimethyl-2,6-dioxocyclohexylidene)ethyl]-L-ornithylglycinamide→Resin bound Orn(Dde)-Gly-NH→Resin bound L-prolyl-N5-[1-(4,4-dimethyl-2,6-dioxocyclohexylidene)ethyl]-L-ornithylglycinamide→Resin bound Asn-Cys(Trt)-Pro-Orn(Dde)-Gly-NH→N-alpha-Fmoc-L-threonine<-fgf->N-(9H-Fluoren-9-ylmethoxycarbonyl)-L-threonine→Resin bound Thr-Asn-Cys(Trt)-Pro-Orn(Dde)-Gly→N2-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-asparagine→N-(9-Fluorenylmethoxycarbonyl)-L-proline→N-(9-Fluorenylmethoxycarbonyl)-S-trityl-L-cysteine→N-(9H-Fluoren-9-ylmethoxycarbonyl)glycine
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