(3S)-4-benzyloxycarbonylamino-3-((1R,3R)-3-hexylcarbamoyl-2,2-dimethylcyclobutyl)butanoic acid | 1445990-28-2

• 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: (3S)-4-benzyloxycarbonylamino-3-((1R,3R)-3-hexylcarbamoyl-2,2-dimethylcyclobutyl)butanoic acid
• CAS: 1445990-28-2
• 化学式: C₂₅H₃₈N₂O₅
• 分子量: 446.587
• InChiKey: JBMJNNQIEXKYFM-NJYVYQBISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.36
• 重原子数：
  32.0
• 可旋转键数：
  13.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  104.73
• 氢给体数：
  3.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (3S)-4-benzyloxycarbonylamino-3-((1R,3R)-3-hexylcarbamoyl-2,2-dimethylcyclobutyl)butanoic acid 在 Pd/C (30%) 、 氢气 作用下， 以 甲醇 为溶剂， 以78%的产率得到(3S)-4-amino-3-((1R,3R)-3-hexylcarbamoyl-2,2-dimethylcyclobutyl)butanoic acid
  参考文献：
  名称：

  New chiral polyfunctional cyclobutane derivatives from (−)-verbenone: possible surfactant behaviour

  摘要：

  New enantiopure cyclobutane derivatives have been synthesized from a chiral precursor derived from (-)-verbenone. The cyclobutane moiety acts as a chiral platform to afford a gamma-amino acid function in a branched side-chain containing an additional stereogenic centre as well as additional C-6 or C-15-alkyl chains linked to the ring by means of an amine or an amide function. One of these compounds, obtained as a 1:2 mixture with its TFA salt has been investigated, suggesting behaviour as a good surfactant and its critical micellar concentration has been determined. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2013.05.007
• 作为产物：
  描述：

  benzyl (2S,1'R,3'R)-3-(tert-butoxycarbonyl)-2-(2',2'-dimethyl-3'-carboxycyclobutyl)propylcarbamate 在 三乙基硅烷 、 草酰氯 、 三乙胺 、 N,N-二甲基甲酰胺 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 28.0h， 生成 (3S)-4-benzyloxycarbonylamino-3-((1R,3R)-3-hexylcarbamoyl-2,2-dimethylcyclobutyl)butanoic acid
  参考文献：
  名称：

  New chiral polyfunctional cyclobutane derivatives from (−)-verbenone: possible surfactant behaviour

  摘要：

  New enantiopure cyclobutane derivatives have been synthesized from a chiral precursor derived from (-)-verbenone. The cyclobutane moiety acts as a chiral platform to afford a gamma-amino acid function in a branched side-chain containing an additional stereogenic centre as well as additional C-6 or C-15-alkyl chains linked to the ring by means of an amine or an amide function. One of these compounds, obtained as a 1:2 mixture with its TFA salt has been investigated, suggesting behaviour as a good surfactant and its critical micellar concentration has been determined. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2013.05.007