(1R,5R)-1-allyl-6-trityl-3-oxa-6-azabicyclo[3.2.0]heptane-2,7-dione | 1617519-57-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: (1R,5R)-1-allyl-6-trityl-3-oxa-6-azabicyclo[3.2.0]heptane-2,7-dione
• 英文别名: (1R,5R)-1-prop-2-enyl-6-trityl-3-oxa-6-azabicyclo[3.2.0]heptane-2,7-dione
• CAS: 1617519-57-9
• 化学式: C₂₇H₂₃NO₃
• 分子量: 409.485
• InChiKey: SRXXBIXTCBYJKP-JYFHCDHNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  31
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  46.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (2R,3R)-3-allyl-2-(((tert-butyldiphenylsilyl)oxy)methyl)-N-methoxy-N-methyl-4-oxo-1-tritylazetidine-3-carboxamide 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 16.0h， 以60%的产率得到(1R,5R)-1-allyl-6-trityl-3-oxa-6-azabicyclo[3.2.0]heptane-2,7-dione
  参考文献：
  名称：

  Preparation of fused β-lactams through Weinreb amide α-anions

  摘要：

  Enantiomerically pure beta-lactams bearing a Weinreb amide functionality at the C3 position have been shown to be excellent substrates for alpha-alkylation reactions, generating C3 quaternary centers with predictable absolute stereochemistry. In addition, oxidative coupling of C3/C4 dianions affords entry to fused beta,gamma-bislactam systems. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2014.05.054

文献信息

• Preparation of fused β-lactams through Weinreb amide α-anions
  作者：William M. Hewitt、Michael Egger、Nathaniel B. Zuckerman、Joseph P. Konopelski

  DOI：10.1016/j.tet.2014.05.054

  日期：2014.8

  Enantiomerically pure beta-lactams bearing a Weinreb amide functionality at the C3 position have been shown to be excellent substrates for alpha-alkylation reactions, generating C3 quaternary centers with predictable absolute stereochemistry. In addition, oxidative coupling of C3/C4 dianions affords entry to fused beta,gamma-bislactam systems. (C) 2014 Elsevier Ltd. All rights reserved.