N-Carboxymethyl-L-asparaginsaeure-trimethylester | 61488-82-2

• 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: N-Carboxymethyl-L-asparaginsaeure-trimethylester
• 英文别名: N-methoxycarbonylmethyl-L-aspartic acid dimethyl ester；N-Methoxycarbonylmethyl-L-asparaginsaeure-dimethylester；Dimethyl N-(2-methoxy-2-oxoethyl)-L-aspartate；dimethyl (2S)-2-[(2-methoxy-2-oxoethyl)amino]butanedioate
• CAS: 61488-82-2
• 化学式: C₉H₁₅NO₆
• 分子量: 233.221
• InChiKey: OFPWBXHLCADIMU-LURJTMIESA-N

物化性质

• 沸点：
  120 °C(Press: 0.1 Torr)
• 密度：
  1.185±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.5
• 重原子数：
  16
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  90.9
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  L-天冬氨酸二甲酯 、 溴乙酸甲酯 生成 N-Carboxymethyl-L-asparaginsaeure-trimethylester
  参考文献：
  名称：

  King et al., Journal of the Chemical Society, 1950, p. 3590,3596

  摘要：

  DOI：

文献信息

• Use of enantio-, chemo- and regioselectivity of acylase I. Resolution of polycarboxylic acid esters
  作者：Arto Liljeblad、Reijo Aksela、Liisa T. Kanerva

  DOI：10.1016/s0957-4166(01)00362-7

  日期：2001.8

  Acylase I was used to catalyze the enantioselective butanolysis of trimethyl 2-[(carboxymethyl)oxy]succinate (E=30) and N-carboxymethylaspartate (E=9) exclusively at the most sterically hindered of the three ester group's (the position alpha to the asymmetric centre). Gram-scale resolution allowed the preparation of the less reactive trimethyl (S)-2-[(carboxymethyl)oxy]succinate (96% e.e.), that of the (R)-butyldimethyl regioisomer (78% e.e.) at 55% conversion and finally the preparation of the corresponding trisodium carboxylate by saponification. Acylase I was shown to transform (+/-)-methyl N-acetylmethionine and (+/-)-valine to the corresponding (S)-amino acids through ester hydrolysis-N-acetyl transfer sequence with absolute chemo- and enantioselectivity. Butanolysis of methyl N-acetylmethionine stopped in the formation of the butyl ester (E=12), the valine derivative being totally unreactive. (C) 2001 Elsevier Science Ltd. All rights reserved.
• King et al., Journal of the Chemical Society, 1950, p. 3590,3596
  作者：King et al.

  DOI：——

  日期：——