[(2R,4S)-4-(2-methoxyethoxymethoxy)hex-5-en-2-yl] 3-[tert-butyl(dimethyl)silyl]oxyhex-5-enoate | 1202366-77-5

• 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,4S)-4-(2-methoxyethoxymethoxy)hex-5-en-2-yl] 3-[tert-butyl(dimethyl)silyl]oxyhex-5-enoate
• CAS: 1202366-77-5
• 化学式: C₂₂H₄₂O₆Si
• 分子量: 430.657
• InChiKey: MDYIIQJCQWJIHV-LEAGNCFPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.86
• 重原子数：
  29
• 可旋转键数：
  18
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  63.2
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  [(2R,4S)-4-(2-methoxyethoxymethoxy)hex-5-en-2-yl] 3-[tert-butyl(dimethyl)silyl]oxyhex-5-enoate 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 6.0h， 以75%的产率得到[(2R,4S)-4-(2-methoxyethoxymethoxy)hex-5-en-2-yl] 3-hydroxyhex-5-enoate
  参考文献：
  名称：

  Enantioselective synthesis of decarestrictine J

  摘要：

  An efficient total synthesis of decarestrictine J has been achieved using ring-closing metathesis and Yamaguchi esterification as key steps. The stereogenic centres were generated by means of iterative hydrolytic kinetic resolution (HKR) of racemic epoxides. (c) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.10.035
• 作为产物：
  描述：

  (2R,4S)-4-[(2-methoxyethoxy)methoxy]hex-5-en-2-ol 、 3-{[tert-butyl(dimethyl)silyl]oxy}hex-5-enoic acid 在 4-二甲氨基吡啶 、 2,4,6-三氯苯甲酰氯 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 20.0h， 以89%的产率得到[(2R,4S)-4-(2-methoxyethoxymethoxy)hex-5-en-2-yl] 3-[tert-butyl(dimethyl)silyl]oxyhex-5-enoate
  参考文献：
  名称：

  Enantioselective synthesis of decarestrictine J

  摘要：

  An efficient total synthesis of decarestrictine J has been achieved using ring-closing metathesis and Yamaguchi esterification as key steps. The stereogenic centres were generated by means of iterative hydrolytic kinetic resolution (HKR) of racemic epoxides. (c) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.10.035

文献信息

• Enantioselective synthesis of decarestrictine J
  作者：Partha Sarathi Chowdhury、Priti Gupta、Pradeep Kumar

  DOI：10.1016/j.tetlet.2009.10.035

  日期：2009.12

  An efficient total synthesis of decarestrictine J has been achieved using ring-closing metathesis and Yamaguchi esterification as key steps. The stereogenic centres were generated by means of iterative hydrolytic kinetic resolution (HKR) of racemic epoxides. (c) 2009 Elsevier Ltd. All rights reserved.