14β-cyanomethyl-6,6-ethylenedioxy-2α,3α-isopropylidendioxy-5α-androst-15-en-17-one | 1422183-18-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氧环庚烷
• 英文名称: 14β-cyanomethyl-6,6-ethylenedioxy-2α,3α-isopropylidendioxy-5α-androst-15-en-17-one
• CAS: 1422183-18-3
• 化学式: C₂₆H₃₅NO₅
• 分子量: 441.568
• InChiKey: DWFXMCVXGBYQON-ZZJOAXRLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.14
• 重原子数：
  32.0
• 可旋转键数：
  1.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  77.78
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  14,17-etheno-6,6-ethylenedioxy-2α,3α-isopropylidendioxy-16α-nitro-5α-androstan-17β-yl acetate 在 碳酸氢钠 、 三苯基膦 作用下， 以 乙醇 、 水 为溶剂， 反应 4.0h， 以58%的产率得到14β-cyanomethyl-6,6-ethylenedioxy-2α,3α-isopropylidendioxy-5α-androst-15-en-17-one
  参考文献：
  名称：

  Diels–Alder reaction of androsta-14,16-dien-17-yl acetates with nitroethylene: Product distribution and selected adduct transformations

  摘要：

  The Diels-Alder cycloaddition of nitroethylene to some androsta-14,16-dien-17-yl acetates has been studied. The addition occurs stereoselectively, giving predominantly head-to-head-adduct. 14 beta-Cyanomethyl steroids were obtained via the reductive cleavage reaction of bridged nitro compounds. The structures of the new compounds have been fully characterized by 2D NMR and tandem mass-spectrometry methods. (C) 2012 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.steroids.2012.11.015