benzyl (4S,5S)-4-[[tert-butyl(diphenyl)silyl]oxymethyl]-2,2-dimethyl-5-prop-2-enyl-1,3-oxazolidine-3-carboxylate | 864973-86-4

• 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: benzyl (4S,5S)-4-[[tert-butyl(diphenyl)silyl]oxymethyl]-2,2-dimethyl-5-prop-2-enyl-1,3-oxazolidine-3-carboxylate
• CAS: 864973-86-4
• 化学式: C₃₃H₄₁NO₄Si
• 分子量: 543.778
• InChiKey: OUXQOFRNZWQNJX-KYJUHHDHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.28
• 重原子数：
  39
• 可旋转键数：
  11
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  48
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  benzyl (4S,5S)-4-[[tert-butyl(diphenyl)silyl]oxymethyl]-2,2-dimethyl-5-prop-2-enyl-1,3-oxazolidine-3-carboxylate 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 以90%的产率得到(4S,5S)-5-Allyl-4-hydroxymethyl-2,2-dimethyl-oxazolidine-3-carboxylic acid benzyl ester
  参考文献：
  名称：

  A stereoselective approach to the synthesis of pseudodistomin D

  摘要：

  A stereoselective total synthesis of the core unit of pseudodistomin D, starting from L-serine, is described. The key step is a stereoselective intramolecular Michael reaction in which the piperidine ring is formed with the obtention of 1. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.07.014
• 作为产物：
  描述：

  N-(Benzyloxycarbonyl)-O-(tert-butyldiphenylsilyl)-L-serinal 在 四氯化锡 、 APTS 作用下， 以 甲苯 、 苯 为溶剂， 反应 4.0h， 生成 benzyl (4S,5S)-4-[[tert-butyl(diphenyl)silyl]oxymethyl]-2,2-dimethyl-5-prop-2-enyl-1,3-oxazolidine-3-carboxylate
  参考文献：
  名称：

  A stereoselective approach to the synthesis of pseudodistomin D

  摘要：

  A stereoselective total synthesis of the core unit of pseudodistomin D, starting from L-serine, is described. The key step is a stereoselective intramolecular Michael reaction in which the piperidine ring is formed with the obtention of 1. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.07.014

文献信息

• A stereoselective approach to the synthesis of pseudodistomin D
  作者：Mansour Haddad、Marc Larchevêque、Han Min Tong

  DOI：10.1016/j.tetlet.2005.07.014

  日期：2005.9

  A stereoselective total synthesis of the core unit of pseudodistomin D, starting from L-serine, is described. The key step is a stereoselective intramolecular Michael reaction in which the piperidine ring is formed with the obtention of 1. (c) 2005 Elsevier Ltd. All rights reserved.