(2S,3R)-3-cyclohexyl-2-(cyclohexylmethylamino)-3-hydroxypropanoic acid | 144896-97-9

• 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: (2S,3R)-3-cyclohexyl-2-(cyclohexylmethylamino)-3-hydroxypropanoic acid
• CAS: 144896-97-9
• 化学式: C₁₆H₂₉NO₃
• 分子量: 283.411
• InChiKey: LELFHTSJOGQLSN-LSDHHAIUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  69.6
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  (2S,6S,7R,9S)-2,7,9-triphenyl-1-aza-4,8-dioxabicyclo[4.3.0^1,6]nonan-5-one 在 palladium dihydroxide 氢气 作用下， 以 甲醇 、 三氟乙酸 为溶剂， 以95%的产率得到(2S,3R)-3-cyclohexyl-2-(cyclohexylmethylamino)-3-hydroxypropanoic acid
  参考文献：
  名称：

  Asymmetric cycloadditions of aldehydes to stabilised azomethine ylids: Enantiocontrolled construction of β-hydroxy-α-amino acid derivatives

  摘要：

  In the absence of added dipolarophile, chiral stabilised azomethine ylids derived from the reaction of 5-(S)-phenylmorpholin-2-one (1) with aldehydes undergo efficient and highly enantiocontrolled cycloaddition with a second molecule of aldehyde to furnish products which may be converted into beta-hydroxy-alpha-amino acids.

  DOI：

  10.1016/s0957-4166(00)82093-5

文献信息

• Asymmetric cycloadditions of aldehydes to stabilised azomethine ylids: Enantiocontrolled construction of β-hydroxy-α-amino acid derivatives
  作者：Laurence M. Harwood、Jason Macro、David Watkin、C.Eleri Williams、Ling F. Wong

  DOI：10.1016/s0957-4166(00)82093-5

  日期：1992.9

  In the absence of added dipolarophile, chiral stabilised azomethine ylids derived from the reaction of 5-(S)-phenylmorpholin-2-one (1) with aldehydes undergo efficient and highly enantiocontrolled cycloaddition with a second molecule of aldehyde to furnish products which may be converted into beta-hydroxy-alpha-amino acids.