tert-butyl [(1R,3S)-3-acetyl-2,2-dimethylcyclobutyl]carbamate | 188918-44-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: tert-butyl [(1R,3S)-3-acetyl-2,2-dimethylcyclobutyl]carbamate
• 英文别名: Tert-butyl N-[(1R,3S)-3-acetyl-2,2-dimethylcyclobutyl]carbamate
• CAS: 188918-44-7
• 化学式: C₁₃H₂₃NO₃
• 分子量: 241.331
• InChiKey: ZFPHIYJPTMJYMI-NXEZZACHSA-N

物化性质

• 沸点：
  332.6±31.0 °C(Predicted)
• 密度：
  1.02±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  tert-butyl [(1R,3S)-3-acetyl-2,2-dimethylcyclobutyl]carbamate 在 sodium hypobromide 、 水 作用下， 以 1,4-二氧六环 为溶剂， 反应 3.0h， 以83%的产率得到(1S,3R)-3-(tert-butoxycarbonylamino)-2,2-dimethylcyclobutan-1-carboxylic acid
  参考文献：
  名称：

  Chiral 1,3-cyclobutane amino acids: Syntheses and extended conformations

  摘要：

  Optically active samples of the N-protected 1,3-cyclobutane amino acids 1 and 2 were prepared from alpha-pinene. The synthesis of 1 is enantiodivergent insofar as both optical antipodes of the product can be prepared from the same alpha-pinene enantiomer. Single crystal X-ray diffraction studies of derivatives of 1 reveal these compounds can have extended conformations. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)00200-1
• 作为产物：
  描述：

  (+)-cis-pinononoic acid 、 叔丁醇 在 叠氮磷酸二苯酯 、 三乙胺 作用下， 以79%的产率得到tert-butyl [(1R,3S)-3-acetyl-2,2-dimethylcyclobutyl]carbamate
  参考文献：
  名称：

  Chiral 1,3-cyclobutane amino acids: Syntheses and extended conformations

  摘要：

  Optically active samples of the N-protected 1,3-cyclobutane amino acids 1 and 2 were prepared from alpha-pinene. The synthesis of 1 is enantiodivergent insofar as both optical antipodes of the product can be prepared from the same alpha-pinene enantiomer. Single crystal X-ray diffraction studies of derivatives of 1 reveal these compounds can have extended conformations. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)00200-1

文献信息

• Chiral 1,3-cyclobutane amino acids: Syntheses and extended conformations
  作者：Kevin Burgess、Shiming Li、Joe Rebenspies

  DOI：10.1016/s0040-4039(97)00200-1

  日期：1997.3

  Optically active samples of the N-protected 1,3-cyclobutane amino acids 1 and 2 were prepared from alpha-pinene. The synthesis of 1 is enantiodivergent insofar as both optical antipodes of the product can be prepared from the same alpha-pinene enantiomer. Single crystal X-ray diffraction studies of derivatives of 1 reveal these compounds can have extended conformations. (C) 1997 Elsevier Science Ltd.