3-carboxy-5-methylpyrrolidine | 89531-40-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: 3-carboxy-5-methylpyrrolidine
• 英文别名: 5-Methylpyrrolidine-3-carboxylic acid
• CAS: 89531-40-8
• 化学式: C₆H₁₁NO₂
• mdl: MFCD19223544
• 分子量: 129.159
• InChiKey: NJLZXBZFWMPWSO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.4
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.833
• 拓扑面积：
  49.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  trans-1-benzoyl-2-tert-butyl-5-(2-propenyl)-3-methylperhydropyrimidin-4-one 在 盐酸 作用下， 反应 8.0h， 以68%的产率得到3-carboxy-5-methylpyrrolidine
  参考文献：
  名称：

  Asymmetric synthesis of .beta.-amino acids. 1. Highly diastereoselective addition of a racemic .beta.-alanine enolate derivative to electrophiles

  摘要：

  beta-Alanine, an inexpensive alpha-amino acid, was converted into the 2-tert-butylperhydropyrimidin-4-one derivative 2, which can be alkylated with high diastereoselectivity via the corresponding enolate. The high stereoselectivity observed for the reaction of 2-Li with electrophiles seems to be due to steric hindrance generated by an axial disposition of the tert-butyl group at C(2), which directs addition from the enolate face opposite to this group. The hydrolysis of the resulting adducts proceeds with 6 N hydrochloric acid to afford alpha-substituted beta-amino acids in good yields. These results pave the road to the development of a new asymmetric synthesis of enantiomerically pure alpha-substituted beta-amino acids.

  DOI：

  10.1021/jo00007a053

文献信息

• [EN] CONCISE PROCESS FOR PREPARING 3-PYRROLIDINE CARBOXYLIC ACID DERIVATIVES<br/>[FR] PROCÉDÉ CONCIS POUR LA PRÉPARATION DE DÉRIVÉS D'ACIDE 3-PYRROLIDINE CARBOXYLIQUE
  申请人：OKINAWA INST SCIENCE & TECH SCHOOL CORP

  公开号：WO2018025295A1

  公开（公告）日：2018-02-08

  The present invention relates to a process for preparing 3-pyrrolidine carboxylic acid derivatives, and particularly a simple process for preparing 5-substituted 3-pyrrolidine carboxylic acid derivatives. In addition, the present invention relates to a novel pyrrolidine carboxylic acid derivative, its manufacture, pharmaceutical compositions containing it and its use as a catalyst.

  本发明涉及一种制备3-吡咯烷羧酸衍生物的方法，特别是一种制备5-取代的3-吡咯烷羧酸衍生物的简单方法。此外，本发明涉及一种新型吡咯烷羧酸衍生物，其制造方法，含有它的药物组合物以及其用作催化剂的用途。
• [EN] QUINAZOLINE-BASED KINASE INHIBITORS<br/>[FR] INHIBITEURS DE KINASES À BASE DE QUINAZOLINE
  申请人：BRISTOL MYERS SQUIBB CO

  公开号：WO2016053794A1

  公开（公告）日：2016-04-07

  The present disclosure is generally directed to compounds which can inhibit AAK1 (adaptor associated kinase 1), compositions comprising such compounds, and methods for inhibiting AAK1.

  本公开涉及一般用于抑制AAK1（适配器相关激酶1）的化合物，包括这种化合物的组合物，以及抑制AAK1的方法。
• JUARISTI, EUSEBIO;QUINTANA, DELIA;LAMATSCH, BERND;SEEBACH, DIETER, J. ORG. CHEM., 56,(1991) N, C. 2553-2557
  作者：JUARISTI, EUSEBIO、QUINTANA, DELIA、LAMATSCH, BERND、SEEBACH, DIETER

  DOI：——

  日期：——
• REDUCTION OF HAIR GROWTH
  申请人：THE GILLETTE COMPANY

  公开号：EP1017358A1

  公开（公告）日：2000-07-12
• MUTANT OF THE PROB GENE FROM CORYNEFORM BACTERIA
  申请人：Degussa GmbH

  公开号：EP1828384A1

  公开（公告）日：2007-09-05