3β-[(3β-nitratoandrost-5-ene-17β-carbonyl)oxy]androst-5-ene-17β-carboxylic acid

• 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: 3β-[(3β-nitratoandrost-5-ene-17β-carbonyl)oxy]androst-5-ene-17β-carboxylic acid
• 英文别名: (3S,8S,9S,10R,13S,14S,17S)-3-[(3S,8S,9S,10R,13S,14S,17S)-10,13-dimethyl-3-nitrooxy-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-17-carbonyl]oxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-17-carboxylic acid
• 化学式: C₄₀H₅₇NO₇
• 分子量: 663.895
• InChiKey: ZQRQZXDDRUITQS-AQSRBGGOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.5
• 重原子数：
  48
• 可旋转键数：
  5
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  119
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  3β-[(3β-nitratoandrost-5-ene-17β-carbonyl)oxy]androst-5-ene-17β-carboxylic acid 、 2,6-二氯苯甲酰氯 在 4-二甲氨基吡啶 作用下， 以 甲苯 为溶剂， 反应 2.0h， 生成
  参考文献：
  名称：

  Etienic etienate as synthon for the synthesis of steroid oligoester gelators

  摘要：

  Linear oligoesters based on etienic acid (3 beta-hydroxyandrost-5-ene-17 beta-carboxylic acid) containing four steroid units were prepared using a 2+2 synthetic strategy in a successful synthesis of 3 beta-{[3 beta-({3 beta-[(3 beta-hydroxyandrost-5-ene-17 beta-carbonyl)oxy]androst-5-ene-17 beta-carbonyl}oxy)androst-5-ene-17 beta-carbonyl]oxy}androst-5-ene-17 beta-carboxylic acid. The main problems with deprotection were overcome by using orthogonal groups as O-nitrates and 2-(trimethylsilyl)ethyl ethers. (c) 2005 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.steroids.2005.02.021
• 作为产物：
  描述：

  2-(trimethylsilyl)ethyl 3β-[(3β-nitratoandrost-5-ene-17β-carbonyl)oxy]androst-5-ene-17β-carboxylate 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 5.0h， 以20%的产率得到3β-[(3β-nitratoandrost-5-ene-17β-carbonyl)oxy]androst-5-ene-17β-carboxylic acid
  参考文献：
  名称：

  Etienic etienate as synthon for the synthesis of steroid oligoester gelators

  摘要：

  Linear oligoesters based on etienic acid (3 beta-hydroxyandrost-5-ene-17 beta-carboxylic acid) containing four steroid units were prepared using a 2+2 synthetic strategy in a successful synthesis of 3 beta-{[3 beta-({3 beta-[(3 beta-hydroxyandrost-5-ene-17 beta-carbonyl)oxy]androst-5-ene-17 beta-carbonyl}oxy)androst-5-ene-17 beta-carbonyl]oxy}androst-5-ene-17 beta-carboxylic acid. The main problems with deprotection were overcome by using orthogonal groups as O-nitrates and 2-(trimethylsilyl)ethyl ethers. (c) 2005 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.steroids.2005.02.021

文献信息

• Etienic etienate as synthon for the synthesis of steroid oligoester gelators
  作者：Pavel Drašar、Miloš Buděšínský、Miroslav Reschel、Vladimír Pouzar、Ivan Černý

  DOI：10.1016/j.steroids.2005.02.021

  日期：2005.8

  Linear oligoesters based on etienic acid (3 beta-hydroxyandrost-5-ene-17 beta-carboxylic acid) containing four steroid units were prepared using a 2+2 synthetic strategy in a successful synthesis of 3 beta-[3 beta-(3 beta-[(3 beta-hydroxyandrost-5-ene-17 beta-carbonyl)oxy]androst-5-ene-17 beta-carbonyl}oxy)androst-5-ene-17 beta-carbonyl]oxy}androst-5-ene-17 beta-carboxylic acid. The main problems with deprotection were overcome by using orthogonal groups as O-nitrates and 2-(trimethylsilyl)ethyl ethers. (c) 2005 Elsevier Inc. All rights reserved.