3β-acetoxy-5,20-dioxo-5,6-secoandrostan-6-oic acid | 98128-97-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 3β-acetoxy-5,20-dioxo-5,6-secoandrostan-6-oic acid
• 英文别名: 3β-Acetoxy-5,17-dioxo-5,6-seco-androstansaeure-(6)；3β-acetoxy-5,17-dioxo-5,6-seco-androstan-6-oic acid；3β-Acetoxy-5,17-dioxo-5,6-seco-androstan-6-saeure；2-[(3aS,4R,5S,7aS)-5-[(1R,4S)-4-acetyloxy-1-methyl-2-oxocyclohexyl]-7a-methyl-1-oxo-3,3a,4,5,6,7-hexahydro-2H-inden-4-yl]acetic acid
• CAS: 98128-97-3
• 化学式: C₂₁H₃₀O₆
• 分子量: 378.466
• InChiKey: KFKADSCAODITCE-NISWDEDCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.81
• 拓扑面积：
  97.7
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  3β-acetoxy-5,20-dioxo-5,6-secoandrostan-6-oic acid 、 苯甲酰氯 在 吡啶 作用下， 生成 3β-acetoxy-6β-carboxy-5β-hydroxy-B-norandrostan-17-one 6-5-lactone
  参考文献：
  名称：

  Joska; Sorm, Collection of Czechoslovak Chemical Communications, 1958, vol. 23, p. 1377,1380

  摘要：

  DOI：
• 作为产物：
  描述：

  3β,5-dihydroxy-5α-androstane-6,17-dione 3-acetate 在 过氧化氢苯甲酰 作用下， 以 氯仿 为溶剂， 生成 3β-acetoxy-5,20-dioxo-5,6-secoandrostan-6-oic acid
  参考文献：
  名称：

  Knof,L., Justus Liebigs Annalen der Chemie, 1962, vol. 657, p. 171 - 178

  摘要：

  DOI：

文献信息

• Epalons: 6-Substituted Derivatives of 7-Norepiallopregnanolone
  作者：Alexander Kasal

  DOI：10.1016/s0040-4020(00)00263-5

  日期：2000.5

  The target compounds (3 alpha-hydroxy-5,6-epoxy-7-nor-5 alpha-pregnan-20-one, 3 alpha-hydroxy-5,6 beta-epoxy-7-nor-5 beta-pregnan-20-one and 3 alpha-hydroxy-7-nor-5 alpha-pregnane-6,20-dione) were prepared from 5,6 beta-dihydroxy-20-oxo-5 alpha-pregnan-3 beta-yl acetate via the corresponding 5,6-seco acid and 3 beta-acetoxy-20-oxo-7-nor-5 beta,6 alpha-pregnane-6,5-carbolactone-actone. Intermediate 3 beta-hydroxy-7-norpregn-5-en-20-one was converted into the corresponding 5 alpha,6 alpha and 5 beta,6 beta epoxides. The latter was isomerized into 3 beta-hydroxy-7-nor-5 alpha-pregnane-6,20-dione. The configuration of the 3 beta-hydroxy group in these compounds was inverted by Mitsunobu reactions. (C) 2000 Elsevier Science Ltd. All rights reserved.