1α,2α-cyclomethylene-16α,17α-epoxy-4,6-pregnadiene-3,20-dione | 574742-61-3

• 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: 1α,2α-cyclomethylene-16α,17α-epoxy-4,6-pregnadiene-3,20-dione
• 英文别名: (1S,2S,3S,5R,11R,12S,14R,16S,17S)-16-acetyl-2,17-dimethyl-15-oxahexacyclo[9.8.0.02,8.03,5.012,17.014,16]nonadeca-7,9-dien-6-one
• CAS: 574742-61-3
• 化学式: C₂₂H₂₆O₃
• 分子量: 338.447
• InChiKey: ILIRGYAPJFAEPY-HGUHQQMHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  25
• 可旋转键数：
  1
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  46.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1α,2α-cyclomethylene-16α,17α-epoxy-4,6-pregnadiene-3,20-dione 在 N,N-dimethylacetamide hydrochloride 作用下， 以 氯仿 为溶剂， 反应 24.0h， 以40%的产率得到1α,2α-cyclomethylene-16β-chloro-17α-hydroxy-4,6-pregnadiene-3,20-dione
  参考文献：
  名称：

  The First Syntheses of 16β-Chloro- and 16β-Bromo-cyproterone Acetate

  摘要：

  The first syntheses of 16beta-chloro- and 16beta-bromo-cyproterone acetate is described. The preparation of 16beta-chlorocyproterone acetate was accomplished in eight steps (6.5% overall yield) from commercially available 16-dehydropregnenolone acetate. 16beta-Bromocyproterone acetate was prepared from 16beta-chlorocyproterone acetate with base-induced epoxide formation as the key step.

  DOI：

  10.1081/scc-120018931
• 作为产物：
  描述：

  16-脱氢孕烯醇酮乙酸酯 在 sodium hydroxide 、 双氧水 、 sodium hydride 、 对甲苯磺酸 、 原甲酸三乙酯 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 1,4-二氧六环 、 甲醇 、 二氯甲烷 、 水 、 二甲基亚砜 为溶剂， 反应 57.0h， 生成 1α,2α-cyclomethylene-16α,17α-epoxy-4,6-pregnadiene-3,20-dione
  参考文献：
  名称：

  The First Syntheses of 16β-Chloro- and 16β-Bromo-cyproterone Acetate

  摘要：

  The first syntheses of 16beta-chloro- and 16beta-bromo-cyproterone acetate is described. The preparation of 16beta-chlorocyproterone acetate was accomplished in eight steps (6.5% overall yield) from commercially available 16-dehydropregnenolone acetate. 16beta-Bromocyproterone acetate was prepared from 16beta-chlorocyproterone acetate with base-induced epoxide formation as the key step.

  DOI：

  10.1081/scc-120018931

文献信息

• The First Syntheses of 16<b>β</b>-Chloro- and 16<b>β</b>-Bromo-cyproterone Acetate
  作者：Uthai Sakee、Ngampong Kongkathip、Boonsong Kongkathip

  DOI：10.1081/scc-120018931

  日期：2003.1.6

  The first syntheses of 16beta-chloro- and 16beta-bromo-cyproterone acetate is described. The preparation of 16beta-chlorocyproterone acetate was accomplished in eight steps (6.5% overall yield) from commercially available 16-dehydropregnenolone acetate. 16beta-Bromocyproterone acetate was prepared from 16beta-chlorocyproterone acetate with base-induced epoxide formation as the key step.