(4S)-7-(benzyloxy)-4-allyl-6,8-dimethyl-2,9-dioxabicyclo[3.3.1]nonan-3-one | 1261156-44-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (4S)-7-(benzyloxy)-4-allyl-6,8-dimethyl-2,9-dioxabicyclo[3.3.1]nonan-3-one
• 英文别名: (1S,4S,5S,6R,7S,8S)-6,8-dimethyl-7-phenylmethoxy-4-prop-2-enyl-2,9-dioxabicyclo[3.3.1]nonan-3-one
• CAS: 1261156-44-8
• 化学式: C₁₉H₂₄O₄
• 分子量: 316.397
• InChiKey: GRXANFVOFKAECQ-RNHYEYQZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (4S)-7-(benzyloxy)-4-allyl-6,8-dimethyl-2,9-dioxabicyclo[3.3.1]nonan-3-one 在 lithium aluminium tetrahydride 、 水 、 sodium sulfate 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 以85%的产率得到(2R,3R,4S,5R,6R)-2-allyl-5-(benzyloxy)-4,6-dimethylheptane-1,3,7-triol
  参考文献：
  名称：

  Towards the total synthesis of etnangien: synthesis of C32–C42 fragment by using a desymmetrization strategy

  摘要：

  The construction of the C32-C42 fragment of etnangien is described using a desymmetrization strategy generating five stereogenic centers from a bicyclic lactone Another notable feature includes the use of the Sharpless asymmetric epoxidation to generate a stereogenic center at C40 (C) 2010 Elsevier Ltd All rights reserved

  DOI：

  10.1016/j.tetasy.2010.10.003
• 作为产物：
  描述：

  3-溴丙烯 、 (1S,5R,6S,7S,8S)-6,8-dimethyl-7-phenylmethoxy-2,9-dioxabicyclo[3.3.1]nonan-3-one 在 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 以80%的产率得到(4S)-7-(benzyloxy)-4-allyl-6,8-dimethyl-2,9-dioxabicyclo[3.3.1]nonan-3-one
  参考文献：
  名称：

  Towards the total synthesis of etnangien: synthesis of C32–C42 fragment by using a desymmetrization strategy

  摘要：

  The construction of the C32-C42 fragment of etnangien is described using a desymmetrization strategy generating five stereogenic centers from a bicyclic lactone Another notable feature includes the use of the Sharpless asymmetric epoxidation to generate a stereogenic center at C40 (C) 2010 Elsevier Ltd All rights reserved

  DOI：

  10.1016/j.tetasy.2010.10.003

文献信息

• Towards the total synthesis of etnangien: synthesis of C32–C42 fragment by using a desymmetrization strategy
  作者：Gowravaram Sabitha、Kurra Yadagiri、Martha Bhikshapathi、Gajangi Chandrashekhar、Jhillu Singh Yadav

  DOI：10.1016/j.tetasy.2010.10.003

  日期：2010.10

  The construction of the C32-C42 fragment of etnangien is described using a desymmetrization strategy generating five stereogenic centers from a bicyclic lactone Another notable feature includes the use of the Sharpless asymmetric epoxidation to generate a stereogenic center at C40 (C) 2010 Elsevier Ltd All rights reserved