(S)-tert-butyl 2-(1,3-dioxoisoindolin-2-ylcarbamoyl)pyrrolidine-1-carboxylate | 1601283-65-1

• 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: (S)-tert-butyl 2-(1,3-dioxoisoindolin-2-ylcarbamoyl)pyrrolidine-1-carboxylate
• 英文别名: tert-butyl (2S)-2-[(1,3-dioxoisoindol-2-yl)carbamoyl]pyrrolidine-1-carboxylate
• CAS: 1601283-65-1
• 化学式: C₁₈H₂₁N₃O₅
• 分子量: 359.382
• InChiKey: JFZQIWWNDMYWJJ-ZDUSSCGKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  96
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (S)-tert-butyl 2-(1,3-dioxoisoindolin-2-ylcarbamoyl)pyrrolidine-1-carboxylate 在 三氟乙酸 作用下， 反应 2.0h， 以96%的产率得到(S)-N-(1,3-dioxoisoindolin-2-yl)pyrrolidine-2-carboxamide
  参考文献：
  名称：

  Phthalimido-prolinamide: a new chiral catalyst for solvent free enantioselective aldol reactions

  摘要：

  A new prolinamide derivative phthalimido-prolinamide 1 was developed for organocatalytic enantioselective direct aldol reactions of various aldehydes with ketones. The catalytic protocol is effective with 15 mol % of catalyst under solvent free and additive free reaction conditions. By employing a catalytic amount of water, the efficiency of the reaction increased further and the desired products beta-hydroxy carbonyl compounds were obtained in high yields and stereoselectivities. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2014.01.008
• 作为产物：
  描述：

  BOC-L-脯氨酸 、 氨基邻苯二甲胺 在 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 以92%的产率得到(S)-tert-butyl 2-(1,3-dioxoisoindolin-2-ylcarbamoyl)pyrrolidine-1-carboxylate
  参考文献：
  名称：

  Phthalimido-prolinamide: a new chiral catalyst for solvent free enantioselective aldol reactions

  摘要：

  A new prolinamide derivative phthalimido-prolinamide 1 was developed for organocatalytic enantioselective direct aldol reactions of various aldehydes with ketones. The catalytic protocol is effective with 15 mol % of catalyst under solvent free and additive free reaction conditions. By employing a catalytic amount of water, the efficiency of the reaction increased further and the desired products beta-hydroxy carbonyl compounds were obtained in high yields and stereoselectivities. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2014.01.008

文献信息

• Phthalimido-prolinamide: a new chiral catalyst for solvent free enantioselective aldol reactions
  作者：Togapur Pavan Kumar、Namdevrao Chethan Vavle、Vidyavathi Patro、Kothapalli Haribabu

  DOI：10.1016/j.tetasy.2014.01.008

  日期：2014.3

  A new prolinamide derivative phthalimido-prolinamide 1 was developed for organocatalytic enantioselective direct aldol reactions of various aldehydes with ketones. The catalytic protocol is effective with 15 mol % of catalyst under solvent free and additive free reaction conditions. By employing a catalytic amount of water, the efficiency of the reaction increased further and the desired products beta-hydroxy carbonyl compounds were obtained in high yields and stereoselectivities. (C) 2014 Elsevier Ltd. All rights reserved.