methyl (1RS,5RS,6RS,7RS)-5-allyl-2-(tert-butoxycarbonyl)-3.3-dimethyl-4-oxa-2-azabicyclo[4.1.0]heptane-7-carboxylate

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧氮杂卓类
• 英文名称: methyl (1RS,5RS,6RS,7RS)-5-allyl-2-(tert-butoxycarbonyl)-3.3-dimethyl-4-oxa-2-azabicyclo[4.1.0]heptane-7-carboxylate
• 英文别名: Amddlkurxfqnfg-cydgbpfrsa-；2-O-tert-butyl 7-O-methyl (1S,5S,6S,7S)-3,3-dimethyl-5-prop-2-enyl-4-oxa-2-azabicyclo[4.1.0]heptane-2,7-dicarboxylate
• 化学式: C₁₇H₂₇NO₅
• 分子量: 325.405
• InChiKey: AMDDLKURXFQNFG-CYDGBPFRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.76
• 拓扑面积：
  65.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  1-吡咯甲酸叔丁酯 在 2,3-二巯基丁二酸 、 三氟化硼乙醚 、 copper(II) bis(trifluoromethanesulfonate) 、 potassium hydrogencarbonate 、 臭氧 、 苯肼 作用下， 以 甲醇 、 水 为溶剂， 反应 8.0h， 生成 methyl (1RS,5RS,6RS,7RS)-5-allyl-2-(tert-butoxycarbonyl)-3.3-dimethyl-4-oxa-2-azabicyclo[4.1.0]heptane-7-carboxylate
  参考文献：
  名称：

  Exceptionally high Felkin-Anh control for the addition of nucleophiles to a β-aminocyclopropylcarbaldehyde

  摘要：

  Exceptionally high diastereocontrol in agreement with the Felkin-Anh model was observed for the addition of nucleophiles to the beta-aminocyclopropylcarbaldehyde 5 in nitroaldol, cyanohydrin, Mukaiyama aldol, and Sakurai reactions, contrasting the low diastereoselectivities generally observed in additions to cyclopropylcarbaldehydes. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)01065-4

文献信息

• Exceptionally high Felkin-Anh control for the addition of nucleophiles to a β-aminocyclopropylcarbaldehyde
  作者：Christian Bubert、Oliver Reiser

  DOI：10.1016/s0040-4039(97)01065-4

  日期：1997.7

  Exceptionally high diastereocontrol in agreement with the Felkin-Anh model was observed for the addition of nucleophiles to the beta-aminocyclopropylcarbaldehyde 5 in nitroaldol, cyanohydrin, Mukaiyama aldol, and Sakurai reactions, contrasting the low diastereoselectivities generally observed in additions to cyclopropylcarbaldehydes. (C) 1997 Elsevier Science Ltd.
• Boehm, Claudius; Schinnerl, Marina; Bubert, Christian, European Journal of Organic Chemistry, 2000, # 16, p. 2955 - 2966
  作者：Boehm, Claudius、Schinnerl, Marina、Bubert, Christian、Zabel, Manfred、Labahn, Thomas、Parisini, Emilio、Rieser, Oliver

  DOI：——

  日期：——