ethyl (1RS,2SR,4SR)-2-amino-4-tert-butyl-1-cyclopentanecarboxylate

• 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: ethyl (1RS,2SR,4SR)-2-amino-4-tert-butyl-1-cyclopentanecarboxylate
• 英文别名: ethyl (1S,2R,4S)-2-amino-4-tert-butylcyclopentane-1-carboxylate
• 化学式: C₁₂H₂₃NO₂
• 分子量: 213.32
• InChiKey: DMGHBRCRMICGBD-LPEHRKFASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  52.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  ethyl (1RS,2SR,4SR)-2-amino-4-tert-butyl-1-cyclopentanecarboxylate 生成 (1R,2S,4R)-2-Amino-4-tert-butyl-cyclopentanecarboxylic acid ethyl ester
  参考文献：
  名称：

  Approach to highly enantiopure β-amino acid esters by using lipase catalysis in organic media

  摘要：

  Ethyl esters often alicyclic beta-aminocarboxylic acids were resolved by lipase catalysis in organic solvents. The resolution was based on acylation of the amino group at the R-stereogenic centre with various 2,2,2-trifluoroethyl esters. An increase in the hydrophobic nature of the acyl donor enhanced the enantioselectivity and reactivity in the case of lipase SP 526 from Candida antarctica, while the opposite effect was observed with lipase PS from Pseudomonas cepacia. An unexceptional enantioselectivity enhancement was observed when 2,2,2-trifluoroethyl chloroacetate was used in the case oflipase PS catalysis. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0957-4166(96)00204-2

文献信息

• Szakonyi, Zsolt; Fueloep, Ferenc; Bernath, Gabor, Heterocycles, 1996, vol. 42, # 2, p. 625 - 634
  作者：Szakonyi, Zsolt、Fueloep, Ferenc、Bernath, Gabor、Sohar, Pal

  DOI：——

  日期：——
• Approach to highly enantiopure β-amino acid esters by using lipase catalysis in organic media
  作者：Liisa T. Kanerva、Péter Csomós、Oskari Sundholm、Gábor Bernáth、Ferenc Fülöp

  DOI：10.1016/0957-4166(96)00204-2

  日期：1996.6

  Ethyl esters often alicyclic beta-aminocarboxylic acids were resolved by lipase catalysis in organic solvents. The resolution was based on acylation of the amino group at the R-stereogenic centre with various 2,2,2-trifluoroethyl esters. An increase in the hydrophobic nature of the acyl donor enhanced the enantioselectivity and reactivity in the case of lipase SP 526 from Candida antarctica, while the opposite effect was observed with lipase PS from Pseudomonas cepacia. An unexceptional enantioselectivity enhancement was observed when 2,2,2-trifluoroethyl chloroacetate was used in the case oflipase PS catalysis. Copyright (C) 1996 Elsevier Science Ltd