(1S,2R,4S,4aR,4bS,8aS,10aS)-4-Bromo-2-hydroxy-2,4b,8,8,10a-pentamethyl-3-oxo-tetradecahydro-phenanthrene-1-carboxylic acid methyl ester | 250271-52-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (1S,2R,4S,4aR,4bS,8aS,10aS)-4-Bromo-2-hydroxy-2,4b,8,8,10a-pentamethyl-3-oxo-tetradecahydro-phenanthrene-1-carboxylic acid methyl ester
• 英文别名: methyl (1S,2R,4S,4aR,4bS,8aS,10aS)-4-bromo-2-hydroxy-2,4b,8,8,10a-pentamethyl-3-oxo-4,4a,5,6,7,8a,9,10-octahydro-1H-phenanthrene-1-carboxylate
• CAS: 250271-52-4
• 化学式: C₂₁H₃₃BrO₄
• 分子量: 429.395
• InChiKey: JBTIGHDRIBVAND-YNGXNRPESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  26
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (1S,2R,4S,4aR,4bS,8aS,10aS)-4-Bromo-2-hydroxy-2,4b,8,8,10a-pentamethyl-3-oxo-tetradecahydro-phenanthrene-1-carboxylic acid methyl ester 在 lithium carbonate 、 lithium bromide 作用下， 以73%的产率得到(1S,2R,4bS,8aS,10aS)-2-Hydroxy-2,4b,8,8,10a-pentamethyl-3-oxo-1,2,3,4b,5,6,7,8,8a,9,10,10a-dodecahydro-phenanthrene-1-carboxylic acid methyl ester
  参考文献：
  名称：

  Towards the synthesis of 9,11-secospongianes

  摘要：

  A convenient synthesis of 9, 11-secospongianes is reported, starting from methyl isoanticopalate 4. This compound has been obtained readily from labdanolic acid and sclareol, two abundant, bicyclic natural products. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)01384-2
• 作为产物：
  描述：

  Methyl-(12,13-dihydro-12α,13α-dihydroxy-isoanticopalat) 在 phenyltrimethylammonium tribromide 作用下， 生成 (1S,2R,4S,4aR,4bS,8aS,10aS)-4-Bromo-2-hydroxy-2,4b,8,8,10a-pentamethyl-3-oxo-tetradecahydro-phenanthrene-1-carboxylic acid methyl ester
  参考文献：
  名称：

  Towards the synthesis of 9,11-secospongianes

  摘要：

  A convenient synthesis of 9, 11-secospongianes is reported, starting from methyl isoanticopalate 4. This compound has been obtained readily from labdanolic acid and sclareol, two abundant, bicyclic natural products. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)01384-2