(2R,3R,4S,5R,6R)-2-allyl-5-(benzyloxy)-4,6-dimethylheptane-1,3,7-triol | 1261156-45-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (2R,3R,4S,5R,6R)-2-allyl-5-(benzyloxy)-4,6-dimethylheptane-1,3,7-triol
• 英文别名: (2R,3R,4S,5R,6R)-4,6-dimethyl-5-phenylmethoxy-2-prop-2-enylheptane-1,3,7-triol
• CAS: 1261156-45-9
• 化学式: C₁₉H₃₀O₄
• 分子量: 322.445
• InChiKey: TYXZFWKZCSVQMO-XWCCPHMRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  23
• 可旋转键数：
  11
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  69.9
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (2R,3R,4S,5R,6R)-2-allyl-5-(benzyloxy)-4,6-dimethylheptane-1,3,7-triol 、 2,2-二甲氧基丙烷 在 对甲苯磺酸 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 以90%的产率得到(2R,3R,4R)-4-[(4R,5R)-5-allyl-2,2-dimethyl-1,3-dioxan-4-yl]-3-(benzyloxy)-2-methylpentan-1-ol
  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：

  (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

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