ditert-butyl (2S)-2-methyl-5-oxopyrrolidine-1,2-dicarboxylate | 882392-70-3

• 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: ditert-butyl (2S)-2-methyl-5-oxopyrrolidine-1,2-dicarboxylate
• CAS: 882392-70-3
• 化学式: C₁₅H₂₅NO₅
• 分子量: 299.367
• InChiKey: ORKNGPXCDFIMEM-HNNXBMFYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  72.9
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  ditert-butyl (2S)-2-methyl-5-oxopyrrolidine-1,2-dicarboxylate 在 盐酸 、 二异丁基氢化铝 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 5.5h， 生成 (S)-2-甲基脯氨酸
  参考文献：
  名称：

  Catalytic Asymmetric Michael Reaction under Phase-Transfer Catalysis: Construction of Chiral Tetrasubstituted Carbon and Its Application to the Synthesis of a Chiral Pyrrolidone

  摘要：

  A catalytic asymmetric Michael reaction using Schiff bases promoted by D-2-symmetrical ammonium salts as phase-transfer catalysts is described. The reaction of glycine Schiff base (1a) gave the Michael adduct with up to 91% ee and tetrasubstituted carbons was also constructed using alanine Schiff base (3a) with up to 63% ee.

  DOI：

  10.3987/com-05-s(t)41
• 作为产物：
  描述：

  tert-butyl 2-[(E)-(4-chlorophenyl)methyleneamino]propanoate 在 chiral phase-transfer catalyst 4-二甲氨基吡啶 、 cesium hydroxide 、 柠檬酸 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 反应 111.0h， 生成 ditert-butyl (2S)-2-methyl-5-oxopyrrolidine-1,2-dicarboxylate
  参考文献：
  名称：

  Catalytic Asymmetric Michael Reaction under Phase-Transfer Catalysis: Construction of Chiral Tetrasubstituted Carbon and Its Application to the Synthesis of a Chiral Pyrrolidone

  摘要：

  A catalytic asymmetric Michael reaction using Schiff bases promoted by D-2-symmetrical ammonium salts as phase-transfer catalysts is described. The reaction of glycine Schiff base (1a) gave the Michael adduct with up to 91% ee and tetrasubstituted carbons was also constructed using alanine Schiff base (3a) with up to 63% ee.

  DOI：

  10.3987/com-05-s(t)41

文献信息

• QUATERNARY ALPHA-AMINOCARBOXAMIDE DERIVATIVES AS MODULATORS OF VOLTAGE-GATED SODIUM CHANNELS
  申请人：GLAXO GROUP LIMITED

  公开号：EP1934176A1

  公开（公告）日：2008-06-25
• [EN] QUATERNARY ALPHA-AMINOCARBOXAMIDE DERIVATIVES AS MODULATORS OF VOLTAGE-GATED SODIUM CHANNELS<br/>[FR] DERIVES QUATERNAIRES ALPHA-AMINOCARBOXAMIDE UTILISES COMME MODULATEURS DES CANAUX SODIUM SENSIBLES A LA TENSION
  申请人：GLAXO GROUP LTD

  公开号：WO2007042240A1

  公开（公告）日：2007-04-19

  [EN] The invention relates to quaternary a-aminocarboxyamide derivatives of formula (I), wherein R¹, R², R³, R⁴, R⁵, R⁶, X, q and n are as defined in claim 1, for treating diseases and conditions mediated by modulation of voltage-gated sodium channels.
  [FR] La présente invention a pour objet des dérivés quaternaires a-aminocarboxyamides de formule (I), dans laquelle R¹, R², R³, R⁴, R⁵, R⁶, X, q et n sont tels que définis dans la première revendication et qui sont utilisés pour le traitement des maladies et des conditions pathologiques médiées par la modulation de canaux de sodium sensibles à la tension.
• Catalytic Asymmetric Michael Reaction under Phase-Transfer Catalysis: Construction of Chiral Tetrasubstituted Carbon and Its Application to the Synthesis of a Chiral Pyrrolidone
  作者：Shigeru Arai、Fumie Takahashi、Riichiro Tsuji、Atsushi Nishida

  DOI：10.3987/com-05-s(t)41

  日期：——

  A catalytic asymmetric Michael reaction using Schiff bases promoted by D-2-symmetrical ammonium salts as phase-transfer catalysts is described. The reaction of glycine Schiff base (1a) gave the Michael adduct with up to 91% ee and tetrasubstituted carbons was also constructed using alanine Schiff base (3a) with up to 63% ee.