[(1R,2S,4aS,4bS,8aS,10aS)-4b,8,8,10a-tetramethyl-1-prop-2-enyl-2,3,4,4a,5,6,7,8a,9,10-decahydro-1H-phenanthren-2-yl]methanol | 950999-32-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: [(1R,2S,4aS,4bS,8aS,10aS)-4b,8,8,10a-tetramethyl-1-prop-2-enyl-2,3,4,4a,5,6,7,8a,9,10-decahydro-1H-phenanthren-2-yl]methanol
• CAS: 950999-32-3
• 化学式: C₂₂H₃₈O
• 分子量: 318.543
• InChiKey: OKORCQLWQSZVLY-VWEWRVINSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.1
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  [(1R,2S,4aS,4bS,8aS,10aS)-4b,8,8,10a-tetramethyl-1-prop-2-enyl-2,3,4,4a,5,6,7,8a,9,10-decahydro-1H-phenanthren-2-yl]methanol 在 四氧化锇 、 正丁基锂 、 N-甲基吲哚酮 、 四丙基高钌酸铵 、 4 A molecular sieve 、 N-甲基吗啉氧化物 作用下， 以 四氢呋喃 、 正己烷 、 二氯甲烷 、 水 、 叔丁醇 为溶剂， 反应 47.67h， 生成 (13S,16S,17R)-16a-homo-18-nor-16-seco-meliaca-16,16a,17-triol
  参考文献：
  名称：

  Nor-limonoid and homoisoanticopalane lactones from methyl isoanticopalate

  摘要：

  A nor-limonoid with a gamma-hydroxybutenolide group was obtained starting from the known methyl isoanticopalate. A new route for the synthesis of several lactones with a homoisoanticopalane skeleton has been opened. The stereochemistry of three intermediates was established by X-ray determination. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.06.004
• 作为产物：
  描述：

  、 甲基三苯基溴化膦 在 sodium hexamethyldisilazane 作用下， 以 甲苯 、 苯 为溶剂， 反应 1.0h， 以76 mg的产率得到[(1R,2S,4aS,4bS,8aS,10aS)-4b,8,8,10a-tetramethyl-1-prop-2-enyl-2,3,4,4a,5,6,7,8a,9,10-decahydro-1H-phenanthren-2-yl]methanol
  参考文献：
  名称：

  Nor-limonoid and homoisoanticopalane lactones from methyl isoanticopalate

  摘要：

  A nor-limonoid with a gamma-hydroxybutenolide group was obtained starting from the known methyl isoanticopalate. A new route for the synthesis of several lactones with a homoisoanticopalane skeleton has been opened. The stereochemistry of three intermediates was established by X-ray determination. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.06.004

文献信息

• Nor-limonoid and homoisoanticopalane lactones from methyl isoanticopalate
  作者：Pilar Basabe、Sergio Delgado、Isidro S. Marcos、David Diez、Alberto Diego、Mónica de Román、Francisca Sanz、J.G. Urones

  DOI：10.1016/j.tet.2007.06.004

  日期：2007.9

  A nor-limonoid with a gamma-hydroxybutenolide group was obtained starting from the known methyl isoanticopalate. A new route for the synthesis of several lactones with a homoisoanticopalane skeleton has been opened. The stereochemistry of three intermediates was established by X-ray determination. (C) 2007 Elsevier Ltd. All rights reserved.