(5S,8R,9S,10S,13S,14S,16S,17S)-16-(tert-Butyl-dimethyl-silanyloxy)-17-hydroxy-10,13-dimethyl-17-{(S)-1-[2-(3-methyl-butyl)-[1,3]dioxolan-2-yl]-ethyl}-hexadecahydro-cyclopenta[a]phenanthren-3-one | 223455-37-6

• 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: (5S,8R,9S,10S,13S,14S,16S,17S)-16-(tert-Butyl-dimethyl-silanyloxy)-17-hydroxy-10,13-dimethyl-17-{(S)-1-[2-(3-methyl-butyl)-[1,3]dioxolan-2-yl]-ethyl}-hexadecahydro-cyclopenta[a]phenanthren-3-one
• CAS: 223455-37-6
• 化学式: C₃₅H₆₂O₅Si
• 分子量: 590.96
• InChiKey: VJAAZVSFQJMEGI-YTPJVSQWSA-N

反应信息

• 作为反应物：
  描述：

  (5S,8R,9S,10S,13S,14S,16S,17S)-16-(tert-Butyl-dimethyl-silanyloxy)-17-hydroxy-10,13-dimethyl-17-{(S)-1-[2-(3-methyl-butyl)-[1,3]dioxolan-2-yl]-ethyl}-hexadecahydro-cyclopenta[a]phenanthren-3-one 在 吡啶 、 N-溴代丁二酰亚胺(NBS) 、 tetramethylguanidinum azide 作用下， 以 硝基甲烷 为溶剂， 生成 (2R,5S,8R,9S,10S,13S,14S,16S,17S)-2-Azido-16-(tert-butyl-dimethyl-silanyloxy)-10,13-dimethyl-17-{(S)-1-[2-(3-methyl-butyl)-[1,3]dioxolan-2-yl]-ethyl}-17-trimethylsilanyloxy-hexadecahydro-cyclopenta[a]phenanthren-3-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,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 吡啶 、 chromium(VI) oxide 、 sodium tetrahydroborate 、 cerium(III) chloride 、 potassium carbonate 作用下， 以 甲醇 为溶剂， 生成 (5S,8R,9S,10S,13S,14S,16S,17S)-16-(tert-Butyl-dimethyl-silanyloxy)-17-hydroxy-10,13-dimethyl-17-{(S)-1-[2-(3-methyl-butyl)-[1,3]dioxolan-2-yl]-ethyl}-hexadecahydro-cyclopenta[a]phenanthren-3-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