(2R,3R,4S,5R,6R)-3-(benzyloxy)-5-hydroxy-6-(hydroxymethyl)-2,4-dimethyl-8-nonenyl pivalate | 1261156-48-2

• 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)-3-(benzyloxy)-5-hydroxy-6-(hydroxymethyl)-2,4-dimethyl-8-nonenyl pivalate
• CAS: 1261156-48-2
• 化学式: C₂₄H₃₈O₅
• 分子量: 406.563
• InChiKey: UZMFVQABXMHPPO-WQIFRTTPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.98
• 重原子数：
  29.0
• 可旋转键数：
  12.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  75.99
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  (2R,3R,4S,5R,6R)-3-(benzyloxy)-5-hydroxy-6-(hydroxymethyl)-2,4-dimethyl-8-nonenyl pivalate 、 对甲苯磺酰氯 在 二正丁基氧化锡 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以87%的产率得到(2R,3R,4S,5R,6R)-3-(benzyloxy)-5-hydroxy-2,4-dimethyl-6-([(4-methylphenyl)sulfonyl]oxymethyl)-8-nonenyl pivalate
  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：

  (2R,3R,4R)-4-[(4R,5R)-5-allyl-2,2-dimethyl-1,3-dioxan-4-yl]-3-(benzyloxy)-2-methylpentyl pivalate 在 甲醇 、 对甲苯磺酸 作用下， 以75%的产率得到(2R,3R,4S,5R,6R)-3-(benzyloxy)-5-hydroxy-6-(hydroxymethyl)-2,4-dimethyl-8-nonenyl pivalate
  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