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CAS 109425-55-0

Fmoc-Orn(Boc)-OHN5-(tert-Butoxycarbonyl)-N2-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-ornithine

登记编号:Atosiban-004

应用背景(按来源药适应症)

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

来源药(使用该中间体的合成路线)

品种梯队到期年
阿托西班醋酸盐Atosiban acetateTier 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。

阿托西班醋酸盐优化路线步数:7总收率:104.16g(Atosiban-013)
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
阿托西班醋酸盐优化路线步数:5总收率:286g(Atosiban-097)
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

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