Acetic acid (3S,5S,8R,9S,10S,13S,14S,17S)-17-hydroxy-10,13-dimethyl-17-{(S)-1-[2-(3-methyl-butyl)-[1,3]dioxolan-2-yl]-ethyl}-16-oxo-hexadecahydro-cyclopenta[a]phenanthren-3-yl ester | 223457-41-8

• 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: Acetic acid (3S,5S,8R,9S,10S,13S,14S,17S)-17-hydroxy-10,13-dimethyl-17-{(S)-1-[2-(3-methyl-butyl)-[1,3]dioxolan-2-yl]-ethyl}-16-oxo-hexadecahydro-cyclopenta[a]phenanthren-3-yl ester
• CAS: 223457-41-8
• 化学式: C₃₁H₅₀O₆
• 分子量: 518.734
• InChiKey: IUXZUIIPUDDWJK-KHEQQHSGSA-N

反应信息

• 作为反应物：
  描述：

  Acetic acid (3S,5S,8R,9S,10S,13S,14S,17S)-17-hydroxy-10,13-dimethyl-17-{(S)-1-[2-(3-methyl-butyl)-[1,3]dioxolan-2-yl]-ethyl}-16-oxo-hexadecahydro-cyclopenta[a]phenanthren-3-yl ester 在 potassium carbonate 作用下， 以 甲醇 为溶剂， 生成 (3S,5S,8R,9S,10S,13S,14S,17S)-3,17-Dihydroxy-10,13-dimethyl-17-{(S)-1-[2-(3-methyl-butyl)-[1,3]dioxolan-2-yl]-ethyl}-hexadecahydro-cyclopenta[a]phenanthren-16-one
  参考文献：
  名称：

  On the relationship of OSW-1 to the cephalostatins

  摘要：

  Antineoplastic bis-steroidal (cephalostatin-type) analogues of the saponin OSW-1 were produced from a dihydroaglycone of OSW-1. The key aglycone 6H was obtained from 5 alpha-androstan-3 beta-ol-17-one in 8 steps (38% yield). The SAR of the aglycones, intermediates, and hybrid analogues provide insights regarding the proposed common role of C22-oxocarbenium ions in the bioactivity of both OSW-1 and cephalostatins (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00743-4
• 作为产物：
  描述：

  Acetic acid (3S,5S,8R,9S,10S,13S,14S,16R,17S)-16,17-dihydroxy-10,13-dimethyl-17-{(S)-1-[2-(3-methyl-butyl)-[1,3]dioxolan-2-yl]-ethyl}-hexadecahydro-cyclopenta[a]phenanthren-3-yl ester 在 吡啶 、 chromium(VI) oxide 作用下， 以90%的产率得到Acetic acid (3S,5S,8R,9S,10S,13S,14S,17S)-17-hydroxy-10,13-dimethyl-17-{(S)-1-[2-(3-methyl-butyl)-[1,3]dioxolan-2-yl]-ethyl}-16-oxo-hexadecahydro-cyclopenta[a]phenanthren-3-yl ester
  参考文献：
  名称：

  On the relationship of OSW-1 to the cephalostatins

  摘要：

  Antineoplastic bis-steroidal (cephalostatin-type) analogues of the saponin OSW-1 were produced from a dihydroaglycone of OSW-1. The key aglycone 6H was obtained from 5 alpha-androstan-3 beta-ol-17-one in 8 steps (38% yield). The SAR of the aglycones, intermediates, and hybrid analogues provide insights regarding the proposed common role of C22-oxocarbenium ions in the bioactivity of both OSW-1 and cephalostatins (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00743-4