(1R,5R)-2-Oxo-3-((R)-1-phenyl-ethyl)-3-aza-bicyclo[3.1.0]hexane-1-carboxylic acid methyl ester | 186299-51-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: (1R,5R)-2-Oxo-3-((R)-1-phenyl-ethyl)-3-aza-bicyclo[3.1.0]hexane-1-carboxylic acid methyl ester
• 英文别名: methyl (1R,5R)-2-oxo-3-[(1R)-1-phenylethyl]-3-azabicyclo[3.1.0]hexane-1-carboxylate
• CAS: 186299-51-4
• 化学式: C₁₅H₁₇NO₃
• 分子量: 259.305
• InChiKey: METIYHQNLMYVEZ-IFUGULHKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  46.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (1R,5R)-2-Oxo-3-((R)-1-phenyl-ethyl)-3-aza-bicyclo[3.1.0]hexane-1-carboxylic acid methyl ester 在 锂硼氢 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以78%的产率得到(1S,5R,1'R)-3-aza-1-hydroxymethyl-2-oxo-3-(1'-phenylethyl)bicyclo[3.1.0]hexane
  参考文献：
  名称：

  Cyclisation of (R)- and (S)-N-allyl-N-(1-phenylethyl) methoxycarbonylacetamide mediated by Mn(III): Preparation and structural assignment of 3-aza-2-oxobicyclo[3.1.0]hexanes

  摘要：

  (R)- and (S)-N-allyl-N-(I-phenylethyl)methoxycarbonylacetamide, 5 and 6, underwent oxidative cyclisation mediated by Mn(III), to give easily separable diastereomeric mixtures of 3-aza-2-oxobicyclo[3.1.0]hexanes 8a,b and 9a,b, respectively, whose structures were assigned on the basis of H-1 NMR spectra and then confirmed by X-ray diffraction analysis of the derivatives 11b and 14. Copyright (C) 1996 Elsevier Science Ltd.

  DOI：

  10.1016/s0957-4166(96)00466-1
• 作为产物：
  描述：

  (R)-(+)-N-烯丙基-α-甲基苄胺 在 copper diacetate 、 manganese triacetate 作用下， 以 溶剂黄146 为溶剂， 反应 14.0h， 生成 (1R,5R)-2-Oxo-3-((R)-1-phenyl-ethyl)-3-aza-bicyclo[3.1.0]hexane-1-carboxylic acid methyl ester
  参考文献：
  名称：

  Cyclisation of (R)- and (S)-N-allyl-N-(1-phenylethyl) methoxycarbonylacetamide mediated by Mn(III): Preparation and structural assignment of 3-aza-2-oxobicyclo[3.1.0]hexanes

  摘要：

  (R)- and (S)-N-allyl-N-(I-phenylethyl)methoxycarbonylacetamide, 5 and 6, underwent oxidative cyclisation mediated by Mn(III), to give easily separable diastereomeric mixtures of 3-aza-2-oxobicyclo[3.1.0]hexanes 8a,b and 9a,b, respectively, whose structures were assigned on the basis of H-1 NMR spectra and then confirmed by X-ray diffraction analysis of the derivatives 11b and 14. Copyright (C) 1996 Elsevier Science Ltd.

  DOI：

  10.1016/s0957-4166(96)00466-1

文献信息

• Cyclisation of (R)- and (S)-N-allyl-N-(1-phenylethyl) methoxycarbonylacetamide mediated by Mn(III): Preparation and structural assignment of 3-aza-2-oxobicyclo[3.1.0]hexanes
  作者：Roberta Galeazzi、Silvano Geremia、Giovanna Mobbili、Mario Orena

  DOI：10.1016/s0957-4166(96)00466-1

  日期：1996.12

  (R)- and (S)-N-allyl-N-(I-phenylethyl)methoxycarbonylacetamide, 5 and 6, underwent oxidative cyclisation mediated by Mn(III), to give easily separable diastereomeric mixtures of 3-aza-2-oxobicyclo[3.1.0]hexanes 8a,b and 9a,b, respectively, whose structures were assigned on the basis of H-1 NMR spectra and then confirmed by X-ray diffraction analysis of the derivatives 11b and 14. Copyright (C) 1996 Elsevier Science Ltd.