N'-[(S)-1-((1R,2S,4S,5S)-4-Methoxy-3-oxa-bicyclo[3.1.0]hex-2-yl)-3-methyl-butyl]-N,N-dimethyl-hydrazine | 225218-69-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧烷类
• 英文名称: N'-[(S)-1-((1R,2S,4S,5S)-4-Methoxy-3-oxa-bicyclo[3.1.0]hex-2-yl)-3-methyl-butyl]-N,N-dimethyl-hydrazine
• 英文别名: 2-[(1S)-1-[(1R,2S,4S,5S)-4-methoxy-3-oxabicyclo[3.1.0]hexan-2-yl]-3-methylbutyl]-1,1-dimethylhydrazine
• CAS: 225218-69-9
• 化学式: C₁₃H₂₆N₂O₂
• 分子量: 242.362
• InChiKey: PZSIQCQYSXDSLO-MOLYVOAJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  33.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  二碳酸二叔丁酯 、 N'-[(S)-1-((1R,2S,4S,5S)-4-Methoxy-3-oxa-bicyclo[3.1.0]hex-2-yl)-3-methyl-butyl]-N,N-dimethyl-hydrazine 在 1.) RaNi sodium hydroxide 、 氢气 作用下， 生成 [(S)-1-((1R,2S,4S,5S)-4-Methoxy-3-oxa-bicyclo[3.1.0]hex-2-yl)-3-methyl-butyl]-carbamic acid tert-butyl ester
  参考文献：
  名称：

  Stereoselective elaboration of side chain residues in cyclopropane-containing dipeptide isosteres

  摘要：

  A variety of alkyl, substituted alkyl, and aryl side chain residues in cyclopropane-containing dipeptide isosteres were introduced by the highly diastereoselective (dr greater than or equal to 20:1) additions of organolithium or Grignard reagents to N, N-dimethylhydrazone 6. The resulting hydrazines were transformed into the corresponding N-Boc-protected amines with little or no stereochemical erosion. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)00397-4
• 作为产物：
  描述：

  (2-methylpropyl)lithium 、 N'-[1-((1R,2S,4S,5S)-4-Methoxy-3-oxa-bicyclo[3.1.0]hex-2-yl)-meth-(E)-ylidene]-N,N-dimethyl-hydrazine 以 乙醚 为溶剂， 以36%的产率得到N'-[(S)-1-((1R,2S,4S,5S)-4-Methoxy-3-oxa-bicyclo[3.1.0]hex-2-yl)-3-methyl-butyl]-N,N-dimethyl-hydrazine
  参考文献：
  名称：

  Stereoselective elaboration of side chain residues in cyclopropane-containing dipeptide isosteres

  摘要：

  A variety of alkyl, substituted alkyl, and aryl side chain residues in cyclopropane-containing dipeptide isosteres were introduced by the highly diastereoselective (dr greater than or equal to 20:1) additions of organolithium or Grignard reagents to N, N-dimethylhydrazone 6. The resulting hydrazines were transformed into the corresponding N-Boc-protected amines with little or no stereochemical erosion. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)00397-4