(S)-methyl-4-(tert-butoxycarbonylamino)-3-[(1R,3R)-2,2-dimethyl-3-(2-methyl-1,3-dioxolan-2-yl)cyclobutyl]butanoate | 1138793-61-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (S)-methyl-4-(tert-butoxycarbonylamino)-3-[(1R,3R)-2,2-dimethyl-3-(2-methyl-1,3-dioxolan-2-yl)cyclobutyl]butanoate
• 英文别名: methyl (3S)-3-[(1R,3R)-2,2-dimethyl-3-(2-methyl-1,3-dioxolan-2-yl)cyclobutyl]-4-[(2-methylpropan-2-yl)oxycarbonylamino]butanoate
• CAS: 1138793-61-9
• 化学式: C₂₀H₃₅NO₆
• 分子量: 385.501
• InChiKey: CEUVAILSVLYMAJ-RBSFLKMASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  27
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  83.1
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (S)-methyl-4-(tert-butoxycarbonylamino)-3-[(1R,3R)-2,2-dimethyl-3-(2-methyl-1,3-dioxolan-2-yl)cyclobutyl]butanoate 在 4-甲基苯磺酸吡啶 作用下， 以 水 、 丙酮 为溶剂， 反应 2.0h， 生成
  参考文献：
  名称：

  Stereoselective synthesis of cyclobutyl γ-amino acids leading to branched peptides with a cyclobutane core

  摘要：

  Alternative synthetic routes are provided to synthesize gamma-amino acids in their free form or conveniently protected for their selective incorporation into ramified gamma-peptides with a cyclobutane core. The key synthetic-step involves the stereoselective conjugate addition of nitromethane to chiral cyclobutyl alkenoates prepared from (-)-verbenone. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2008.12.019
• 作为产物：
  描述：

  重氮甲烷 、 以 二氯甲烷 为溶剂， 以120 mg的产率得到(S)-methyl-4-(tert-butoxycarbonylamino)-3-[(1R,3R)-2,2-dimethyl-3-(2-methyl-1,3-dioxolan-2-yl)cyclobutyl]butanoate
  参考文献：
  名称：

  Stereoselective synthesis of cyclobutyl γ-amino acids leading to branched peptides with a cyclobutane core

  摘要：

  Alternative synthetic routes are provided to synthesize gamma-amino acids in their free form or conveniently protected for their selective incorporation into ramified gamma-peptides with a cyclobutane core. The key synthetic-step involves the stereoselective conjugate addition of nitromethane to chiral cyclobutyl alkenoates prepared from (-)-verbenone. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2008.12.019