(S)-((1R,2S,5R)-2-isopropyl-5-methylcyclohexyl) 2-(2-methoxyphenylamino)pent-4-enoate | 1086452-31-4

• 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: (S)-((1R,2S,5R)-2-isopropyl-5-methylcyclohexyl) 2-(2-methoxyphenylamino)pent-4-enoate
• 英文别名: [(1R,2S,5R)-5-methyl-2-propan-2-ylcyclohexyl] (2S)-2-(2-methoxyanilino)pent-4-enoate
• CAS: 1086452-31-4
• 化学式: C₂₂H₃₃NO₃
• 分子量: 359.509
• InChiKey: HOQGIIPVZOZLBP-QRKMNUTDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  26
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  47.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  (1R,2S,5R)-2-isopropyl-5-methylcyclohexyl 2-diazopent-4-enoate 、 邻甲氧基苯胺 在 Rh₂(oct)₄ 作用下， 以 乙醚 为溶剂， 以0.049 g的产率得到(R)-((1R,2S,5R)-2-isopropyl-5-methylcyclohexyl) 2-(2-methoxyphenylamino)pent-4-enoate
  参考文献：
  名称：

  Convenient Synthetic Route to an Enantiomerically Pure FMOC α-Amino Acid

  摘要：

  A strategy for the facile alpha-amination of carboxylic acid menthyl esters is described. The resulting diastereomers, readily separable, can be individually carried on to each enantiomer of the FMOC alpha-amino acid. A variety of unnatural side chains were compatible with this approach. The menthyl ester was easily removed from the FMOC alpha-amino acid without racermization.

  DOI：

  10.1021/jo801781v

文献信息

• Convenient Synthetic Route to an Enantiomerically Pure FMOC α-Amino Acid
  作者：Douglass F. Taber、James F. Berry、Timothy J. Martin

  DOI：10.1021/jo801781v

  日期：2008.12.5

  A strategy for the facile alpha-amination of carboxylic acid menthyl esters is described. The resulting diastereomers, readily separable, can be individually carried on to each enantiomer of the FMOC alpha-amino acid. A variety of unnatural side chains were compatible with this approach. The menthyl ester was easily removed from the FMOC alpha-amino acid without racermization.