16-acetyl-5α-androst-16-ene | 160681-69-6

• 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: 16-acetyl-5α-androst-16-ene
• 英文别名: 1-[(5R,8R,9S,10S,13S,14S)-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15-dodecahydro-1H-cyclopenta[a]phenanthren-16-yl]ethanone
• CAS: 160681-69-6
• 化学式: C₂₁H₃₂O
• 分子量: 300.484
• InChiKey: WJTQSDDNPJAAES-OUCVULTDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  22
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  o-bromobenzoyl chloride phenylhydrazone 、 16-acetyl-5α-androst-16-ene 在 三乙胺 作用下， 以 苯 为溶剂， 生成 、
  参考文献：
  名称：

  Synthesis of steroidal D-ring fused pyrazolines: Study of regiochemistry of addition

  摘要：

  The addition of diphenylnitrilimine and C-o-chlorodiphenylnitrilimine to 3 beta-hydroxyandrost-5,16-diene (3b) produced a 1/1 ratio of regioisomeric, 1,3-diaryl-2-pyrazolines (6a, 7a and 6b, 7b), whereas the addition of N-o-chlorodiphenylnitrilimine gave a 5/1 ratio in favor of the [17 alpha,16 alpha-d] regioisomer (7c). To further delineate the factors governing the regiochemistry of addition of diphenylnitrilimines to steroid 16-enes, additions were carried out on 16-acetyl-5 alpha-androst-16-ene (5b) and 1-acetylcyclopentene (10).

  DOI：

  10.1016/0039-128x(94)90061-2
• 作为产物：
  描述：

  15α-androstane-16-one 在 溶剂黄146 、 三氯氧磷 作用下， 以 吡啶 、 乙醇 为溶剂， 反应 23.0h， 生成 16-acetyl-5α-androst-16-ene
  参考文献：
  名称：

  Synthesis of steroidal D-ring fused pyrazolines: Study of regiochemistry of addition

  摘要：

  The addition of diphenylnitrilimine and C-o-chlorodiphenylnitrilimine to 3 beta-hydroxyandrost-5,16-diene (3b) produced a 1/1 ratio of regioisomeric, 1,3-diaryl-2-pyrazolines (6a, 7a and 6b, 7b), whereas the addition of N-o-chlorodiphenylnitrilimine gave a 5/1 ratio in favor of the [17 alpha,16 alpha-d] regioisomer (7c). To further delineate the factors governing the regiochemistry of addition of diphenylnitrilimines to steroid 16-enes, additions were carried out on 16-acetyl-5 alpha-androst-16-ene (5b) and 1-acetylcyclopentene (10).

  DOI：

  10.1016/0039-128x(94)90061-2

文献信息

• Synthesis of steroidal D-ring fused pyrazolines: Study of regiochemistry of addition
  作者：Brian Green、Kueiying Sheu

  DOI：10.1016/0039-128x(94)90061-2

  日期：1994.8

  The addition of diphenylnitrilimine and C-o-chlorodiphenylnitrilimine to 3 beta-hydroxyandrost-5,16-diene (3b) produced a 1/1 ratio of regioisomeric, 1,3-diaryl-2-pyrazolines (6a, 7a and 6b, 7b), whereas the addition of N-o-chlorodiphenylnitrilimine gave a 5/1 ratio in favor of the [17 alpha,16 alpha-d] regioisomer (7c). To further delineate the factors governing the regiochemistry of addition of diphenylnitrilimines to steroid 16-enes, additions were carried out on 16-acetyl-5 alpha-androst-16-ene (5b) and 1-acetylcyclopentene (10).