methyl 3α,7α-dimethoxy-12-oxo-5β-cholan-24-oate | 1351984-86-5

• 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: methyl 3α,7α-dimethoxy-12-oxo-5β-cholan-24-oate
• 英文别名: methyl (4R)-4-[(3R,5S,7R,8R,9S,10S,13R,14S,17R)-3,7-dimethoxy-10,13-dimethyl-12-oxo-1,2,3,4,5,6,7,8,9,11,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]pentanoate
• CAS: 1351984-86-5
• 化学式: C₂₇H₄₄O₅
• 分子量: 448.643
• InChiKey: MLRGJLPWUKSRNM-USDKYCQXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  32
• 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：
  61.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  methyl 3α,7α-dimethoxy-12-oxo-5β-cholan-24-oate 在 4-二甲氨基吡啶 、 lithium aluminium tetrahydride 、 对甲苯磺酸 、 间氯过氧苯甲酸 、 N,N'-二环己基碳二亚胺 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 反应 37.0h， 生成 (R)-4-((1R,2R,3S)-3-((1S,2R,3R,4aS,6R,8aS)-3,6-dimethoxy-8a-methyl-1-(2-(pent-4-enoyloxy)ethyl)decahydronaphthalen-2-yl)-2-hydroxy-2-methylcyclopentyl)pentyl pent-4-enoate
  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
• 作为产物：
  描述：

  胆酸 在 sodium hydride 、 对甲苯磺酸 、 pyridinium chlorochromate 作用下， 以 四氢呋喃 为溶剂， 反应 2.08h， 生成 methyl 3α,7α-dimethoxy-12-oxo-5β-cholan-24-oate
  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

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.