(3-methylene-4(S)-methyl-5(S)-phenylpyrrolidinone-1-yl)-2(S)-phenylethanol | 180322-54-7

• 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-methylene-4(S)-methyl-5(S)-phenylpyrrolidinone-1-yl)-2(S)-phenylethanol
• 英文别名: (4S,5S)-1-[(1S)-2-hydroxy-1-phenylethyl]-4-methyl-3-methylidene-5-phenylpyrrolidin-2-one
• CAS: 180322-54-7
• 化学式: C₂₀H₂₁NO₂
• 分子量: 307.392
• InChiKey: VBTXTVRWFYQFJE-KYNGSXCRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  40.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (3-methylene-4(S)-methyl-5(S)-phenylpyrrolidinone-1-yl)-2(S)-phenylethanol 在 氯化亚砜 、 silica gel 作用下， 生成
  参考文献：
  名称：

  Stereocontrolled synthesis of chiral secondary (α-methylene-β-substituted)-γ-lactams by addition of β-functional crotylzinc reagents to chiral imines

  摘要：

  Stereocontrolled addition of functionalised crotylzinc reagents to chiral imines derived either from N-alpha-aminoesters or N-beta-aminoalcohols furnished secondary alpha-methylene-beta-substituted-gamma-lactams in excellent diastereoisomeric excess (de approximate to 92-100%). Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0957-4166(96)00219-4
• 作为产物：
  描述：

  (S)-Phenyl-{[1-phenyl-meth-(E)-ylidene]-amino}-acetic acid ethyl ester 在 lithium tri-t-butoxyaluminum hydride 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 6.5h， 生成 (3-methylene-4(S)-methyl-5(S)-phenylpyrrolidinone-1-yl)-2(S)-phenylethanol
  参考文献：
  名称：

  Stereocontrolled synthesis of chiral secondary (α-methylene-β-substituted)-γ-lactams by addition of β-functional crotylzinc reagents to chiral imines

  摘要：

  Stereocontrolled addition of functionalised crotylzinc reagents to chiral imines derived either from N-alpha-aminoesters or N-beta-aminoalcohols furnished secondary alpha-methylene-beta-substituted-gamma-lactams in excellent diastereoisomeric excess (de approximate to 92-100%). Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0957-4166(96)00219-4

文献信息

• Stereocontrolled synthesis of chiral secondary (α-methylene-β-substituted)-γ-lactams by addition of β-functional crotylzinc reagents to chiral imines
  作者：Valérie Nyzam、Chantal Belaud、Françoise Zammattio、Jean Villieras

  DOI：10.1016/0957-4166(96)00219-4

  日期：1996.6

  Stereocontrolled addition of functionalised crotylzinc reagents to chiral imines derived either from N-alpha-aminoesters or N-beta-aminoalcohols furnished secondary alpha-methylene-beta-substituted-gamma-lactams in excellent diastereoisomeric excess (de approximate to 92-100%). Copyright (C) 1996 Elsevier Science Ltd