(3-Oxo-piperazin-1-yl)-acetic acid methyl ester | 1039843-84-9

• 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: (3-Oxo-piperazin-1-yl)-acetic acid methyl ester
• 英文别名: Methyl 2-(3-oxopiperazin-1-YL)acetate
• CAS: 1039843-84-9
• 化学式: C₇H₁₂N₂O₃
• mdl: MFCD11176417
• 分子量: 172.184
• InChiKey: PUOQMDOAXJSKPO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.7
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.714
• 拓扑面积：
  58.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  马来酸二甲酯 、 乙二胺 以 乙腈 为溶剂， 反应 20.0h， 以6.72 g的产率得到tetramethyl meso-ethylenediamine-N,N'-disuccinate
  参考文献：
  名称：

  Use of enantio-, chemo- and regioselectivity of acylase I. Resolution of polycarboxylic acid esters

  摘要：

  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.

  DOI：

  10.1016/s0957-4166(01)00362-7

文献信息

• NUCLEIC ACID COMPRISING ZWITTERIONIC NUCLEOTIDES
  申请人：Panzner Steffen

  公开号：US20110137019A1

  公开（公告）日：2011-06-09

  This invention provides pH-responsive zwitterionic nucleotides and nucleic acids comprising said nucleotides, wherein said zwitterions are constituted from one or more anionic internucleoside linkages and one or more cationic moieties and said zwitterionic nucleotides further comprise either one or more hydrophobic moieties or one or more TEE's with the general structure (I) Hydrophobic element-pH-responsive hydrophilic elements (I).
• CONSTRUCTION OF CELL PENETRATING NUCLEIC ACIDS
  申请人：Panzner Steffen

  公开号：US20150112051A1

  公开（公告）日：2015-04-23

  This invention provides pH-responsive zwitterionic nucleotides and nucleic acids comprising said nucleotides, wherein said zwitterions are constituted from one or more anionic internucleoside linkages and one or more cationic moieties and said zwitterionic nucleotides further comprise either one or more hydrophobic moieties or one or more TEE's with the general structure (I) Hydrophobic element-pH-responsive hydrophilic elements (I).
• US8957191B2
  申请人：——

  公开号：US8957191B2

  公开（公告）日：2015-02-17
• 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.