(R)-4-[(3S,5R,7R,8R,9S,10S,12S,13R,14S,17R)-3-(5-Amino-pentyloxy)-7,12-dihydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-pentanoic acid tert-butyl ester | 147589-55-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: (R)-4-[(3S,5R,7R,8R,9S,10S,12S,13R,14S,17R)-3-(5-Amino-pentyloxy)-7,12-dihydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-pentanoic acid tert-butyl ester
• CAS: 147589-55-7
• 化学式: C₃₃H₅₉NO₅
• 分子量: 549.835
• InChiKey: YVNQCKRDWGEWGH-GPHNGDAYSA-N

反应信息

• 作为反应物：
  描述：

  ({(S)-2-[(S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-3-phenyl-propionyl]-isoxazolidine-3-carbonyl}-amino)-acetic acid 、 (R)-4-[(3S,5R,7R,8R,9S,10S,12S,13R,14S,17R)-3-(5-Amino-pentyloxy)-7,12-dihydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-pentanoic acid tert-butyl ester 在 N-乙基吗啉 、 1-羟基苯并三唑 、 N,N'-二环己基碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 16.0h， 以67%的产率得到
  参考文献：
  名称：

  Synthesis of bile acid - drug conjugates: Potential drug - shuttles for liver specific targeting

  摘要：

  Cholic acid (1) has been coupled via omega-aminoalkoxy spacer at C-3 to chlorambucil (3), HR 780 (4) and oxaproline peptide (5). Drug conjugates 9, 11, 18 exhibit strong affinity to specific bile acid transport systems.

  DOI：

  10.1016/0040-4039(93)89021-h
• 作为产物：
  描述：

  (R)-4-[(3S,5R,7R,8R,9S,10S,12S,13R,14S,17R)-3-(5-Azido-pentyloxy)-7,12-dihydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-pentanoic acid tert-butyl ester 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 为溶剂， 生成 (R)-4-[(3S,5R,7R,8R,9S,10S,12S,13R,14S,17R)-3-(5-Amino-pentyloxy)-7,12-dihydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-pentanoic acid tert-butyl ester
  参考文献：
  名称：

  Preparation of 3α- and 3β-(ω-aminoalkoxy)-7α,12α-dihydroxy-5β-cholanoic acid esters: Versatile shuttles for drug targeting

  摘要：

  Simple methodology for the preparation of 3alpha- and 3beta-(omega-aminoalkoxy)-cholanoic acid esters 7, 9 11, 13 and 15 is described starting from readily available bile acid derivatives. Protecting groups are not required

  DOI：

  10.1016/0040-4039(93)89020-q