6-oxo-2α,3α-(2,2-propylendioxy)-5α-androstan-17β-yl (2RS,3RS)-azido-3-methylpentanoate | 1251070-85-5

• 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: 6-oxo-2α,3α-(2,2-propylendioxy)-5α-androstan-17β-yl (2RS,3RS)-azido-3-methylpentanoate
• 英文别名: [(1S,2R,4R,8S,10S,13R,14S,17S,18S)-2,6,6,18-tetramethyl-11-oxo-5,7-dioxapentacyclo[11.7.0.02,10.04,8.014,18]icosan-17-yl] 2-azido-3-methylpentanoate
• CAS: 1251070-85-5
• 化学式: C₂₈H₄₃N₃O₅
• 分子量: 501.667
• InChiKey: COZKHJWVFSMQSP-FXVCWMFGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  36
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  76.2
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  6-oxo-2α,3α-(2,2-propylendioxy)-5α-androstan-17β-yl (2RS,3RS)-azido-3-methylpentanoate 在 盐酸 、 水 作用下， 以 氯仿 为溶剂， 反应 0.02h， 生成 2α,3α-dihydroxy-6-oxo-5α-androstan-17β-yl (2R,3R)-azido-3-methylpentanoate 、 2α,3α-dihydroxy-6-oxo-5α-androstan-17β-yl (2S,3S)-azido-3-methylpentanoate
  参考文献：
  名称：

  The synthesis of androstane brassinosteroid analogues with α-azido acid ester groups in position 17β

  摘要：

  Androstane brassinosteroid analogues with cc-azido acid ester groups in position 17 beta were synthesized from 2 alpha,3 alpha,17 beta-trihydroxy-5 alpha-androstan-6-one after the protection of the 2 alpha,3 alpha-diols upon treatment with the corresponding cc-azido acid and the subsequent deprotection of the diol grouping. Six new castasterone analogues were prepared. The biological activities were evaluated in two bioassays: a rice lamina inclination test and bean second internode bioassays. The activities of the new analogues differ in these two bioassays. (C) 2010 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.steroids.2010.06.012

文献信息

• The synthesis of androstane brassinosteroid analogues with α-azido acid ester groups in position 17β
  作者：Jaroslava Hnilickova、Ladislav Kohout、Enric Capdevila、Ana Esteve、Marc Vilaplana、Meritxell Molist、Carme Brosa、Jana Swaczynova-Oklestkova、Barbora Slavikova

  DOI：10.1016/j.steroids.2010.06.012

  日期：2010.12

  Androstane brassinosteroid analogues with cc-azido acid ester groups in position 17 beta were synthesized from 2 alpha,3 alpha,17 beta-trihydroxy-5 alpha-androstan-6-one after the protection of the 2 alpha,3 alpha-diols upon treatment with the corresponding cc-azido acid and the subsequent deprotection of the diol grouping. Six new castasterone analogues were prepared. The biological activities were evaluated in two bioassays: a rice lamina inclination test and bean second internode bioassays. The activities of the new analogues differ in these two bioassays. (C) 2010 Elsevier Inc. All rights reserved.