(25R)-11α-methoxycarbonyl-5α-C-nor-spirostan-3β-ol methyl ether | 1422070-60-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (25R)-11α-methoxycarbonyl-5α-C-nor-spirostan-3β-ol methyl ether
• 英文别名: methyl (1S,2S,4S,5'R,6R,7S,8R,9S,10S,11R,12S,15S,17S)-15-methoxy-5',7,9,12-tetramethylspiro[5-oxapentacyclo[9.8.0.02,9.04,8.012,17]nonadecane-6,2'-oxane]-10-carboxylate
• CAS: 1422070-60-7
• 化学式: C₂₉H₄₆O₅
• 分子量: 474.681
• InChiKey: GMEVPIXMMDEQLN-HDWLSPEHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  34
• 可旋转键数：
  3
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.97
• 拓扑面积：
  54
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  甲醇 、 hecogenin methyl ether 在 碘苯二乙酸 、 potassium hydroxide 作用下， 反应 24.0h， 以57%的产率得到(25R)-11α-methoxycarbonyl-5α-C-nor-spirostan-3β-ol methyl ether
  参考文献：
  名称：

  Hypervalent-iodine induced quasi-Favorskii C-ring contraction of 12-oxosteroids: A shortcut to C-norsteroids

  摘要：

  Treatment of 12-oxosteroids with PhI(OAc)(2) and KOH in refluxing methanol triggers a quasi-Favorskii C-ring contraction leading to the corresponding 11 alpha-alcoxycarbonyl-C-norsteroids in moderate yields. This constitutes the first one-step synthetic alternative to C-norsteroids starting from 12-oxosteroids. (C) 2012 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.steroids.2012.11.008

文献信息

• Hypervalent-iodine induced quasi-Favorskii C-ring contraction of 12-oxosteroids: A shortcut to C-norsteroids
  作者：Jacqueline Sánchez-Flores、Vanessa G. Pelayo-González、Margarita Romero-Ávila、Blas Flores-Pérez、Marcos Flores-Álamo、Martín A. Iglesias-Arteaga

  DOI：10.1016/j.steroids.2012.11.008

  日期：2013.2

  Treatment of 12-oxosteroids with PhI(OAc)(2) and KOH in refluxing methanol triggers a quasi-Favorskii C-ring contraction leading to the corresponding 11 alpha-alcoxycarbonyl-C-norsteroids in moderate yields. This constitutes the first one-step synthetic alternative to C-norsteroids starting from 12-oxosteroids. (C) 2012 Elsevier Inc. All rights reserved.