3α,7α-dimethoxy-13-oxa-C-homo-cholan-12-one | 1351984-87-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酯类
• 英文名称: 3α,7α-dimethoxy-13-oxa-C-homo-cholan-12-one
• 英文别名: methyl (4R)-4-[(1R,2S,5R,6R,10S,11S,14R,16S,18R)-14,18-dimethoxy-6,11-dimethyl-8-oxo-7-oxatetracyclo[8.8.0.02,6.011,16]octadecan-5-yl]pentanoate
• CAS: 1351984-87-6
• 化学式: C₂₇H₄₄O₆
• 分子量: 464.643
• InChiKey: NEYPDCLYHIVWJD-USDKYCQXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  33
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  71.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  3α,7α-dimethoxy-13-oxa-C-homo-cholan-12-one 在 lithium aluminium tetrahydride 、 potassium hydride 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 生成 3α,7α-dimethoxy-12,24-diallyloxy-11,12-seco-5β-cholan-13α-ol
  参考文献：
  名称：

  A ring-closing metathesis approach to secosteroidal macrocycles

  摘要：

  An efficient synthesis of secosteroidal macrocycles has been achieved via an oxidative ring-expansion/ring-opening sequence and a ring-closing metathesis reaction as the key steps. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.10.108
• 作为产物：
  描述：

  胆酸 在 sodium hydride 、 对甲苯磺酸 、 间氯过氧苯甲酸 、 pyridinium chlorochromate 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 50.33h， 生成 3α,7α-dimethoxy-13-oxa-C-homo-cholan-12-one
  参考文献：
  名称：

  Synthesis of various secosteroidal macrocycles by ring-closing metathesis

  摘要：

  We set out to describe an efficient and versatile method for preparing secosteroidal macrocycles from cholic acid, via an oxidative ring-expansion/ring-opening sequence and a ring-closing metathesis reaction as the key steps. The characteristic H-1 and C-13 NMR spectroscopic features of the synthesized compounds are reported. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.steroids.2013.03.004

文献信息

• Synthesis of various secosteroidal macrocycles by ring-closing metathesis
  作者：Malika Ibrahim-Ouali、Eugénie Romero

  DOI：10.1016/j.steroids.2013.03.004

  日期：2013.7

  We set out to describe an efficient and versatile method for preparing secosteroidal macrocycles from cholic acid, via an oxidative ring-expansion/ring-opening sequence and a ring-closing metathesis reaction as the key steps. The characteristic H-1 and C-13 NMR spectroscopic features of the synthesized compounds are reported. (C) 2013 Elsevier Ltd. All rights reserved.
• A ring-closing metathesis approach to secosteroidal macrocycles
  作者：Malika Ibrahim-Ouali、Jamel Zoubir、Eugénie Romero

  DOI：10.1016/j.tetlet.2011.10.108

  日期：2011.12

  An efficient synthesis of secosteroidal macrocycles has been achieved via an oxidative ring-expansion/ring-opening sequence and a ring-closing metathesis reaction as the key steps. (C) 2011 Elsevier Ltd. All rights reserved.