Acetic acid 3-acetoxy-1-benzyl-5-oxo-pyrrolidin-2-yl ester | 328047-13-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: Acetic acid 3-acetoxy-1-benzyl-5-oxo-pyrrolidin-2-yl ester
• 英文别名: (2-acetyloxy-1-benzyl-5-oxopyrrolidin-3-yl) acetate
• CAS: 328047-13-8
• 化学式: C₁₅H₁₇NO₅
• 分子量: 291.304
• InChiKey: XPFXNHRDXARQRN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.24
• 重原子数：
  21.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  72.91
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  1-苯基-1-三甲基硅氧乙烯 、 Acetic acid 3-acetoxy-1-benzyl-5-oxo-pyrrolidin-2-yl ester 在 indium(III) chloride 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 生成 acetic acid (2R,3S)-1-benzyl-5-oxo-2-(2-oxo-2-phenylethyl)-pyrrolidin-3-yl ester 、 Acetic acid (2R,3R)-1-benzyl-5-oxo-2-(2-oxo-2-phenyl-ethyl)-pyrrolidin-3-yl ester
  参考文献：
  名称：

  Addition of silylated carbon nucleophiles to iminium and cyclic N-acyliminium ions promoted by InCl3

  摘要：

  InCl3 was used as Lewis acid in the addition of silyl enolates and allyltrimethylsilane to aromatic aldimines and cyclic N-acyliminium ions derived from 5-acetoxylactams affording beta -aminocarbonyl systems and allyl adducts, respectively, in reasonable to good yields. The diastereofacial selectivity of cyclic N-acyliminium ions was investigated. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)01828-1
• 作为产物：
  描述：

  3-羟基-1-(苯基甲基)-2,5-吡咯烷二酮 在 吡啶 、 sodium tetrahydroborate 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 2.0h， 生成 Acetic acid 3-acetoxy-1-benzyl-5-oxo-pyrrolidin-2-yl ester
  参考文献：
  名称：

  Stereoselective synthesis of statin analogues.

  摘要：

  DOI：

  10.1016/s0040-4039(00)97777-3

文献信息

• Stereoselective synthesis of statin analogues.
  作者：Anna Bernardi、Fabrizio Micheli、Donatella Potenza、Carlo Scolastico、Roberto Villa

  DOI：10.1016/s0040-4039(00)97777-3

  日期：1990.1
• Addition of silylated carbon nucleophiles to iminium and cyclic N-acyliminium ions promoted by InCl3
  作者：Dennis Russowsky、Rogério Zen Petersen、Marla Narciso Godoi、Ronaldo Aloise Pilli

  DOI：10.1016/s0040-4039(00)01828-1

  日期：2000.12

  InCl3 was used as Lewis acid in the addition of silyl enolates and allyltrimethylsilane to aromatic aldimines and cyclic N-acyliminium ions derived from 5-acetoxylactams affording beta -aminocarbonyl systems and allyl adducts, respectively, in reasonable to good yields. The diastereofacial selectivity of cyclic N-acyliminium ions was investigated. (C) 2000 Elsevier Science Ltd. All rights reserved.