(R)-1-((R)-2-Methoxy-1-phenyl-ethyl)-5-((R)-1-trimethylsilanyloxy-ethyl)-1,5-dihydro-pyrrol-2-one | 203984-22-9

• 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: (R)-1-((R)-2-Methoxy-1-phenyl-ethyl)-5-((R)-1-trimethylsilanyloxy-ethyl)-1,5-dihydro-pyrrol-2-one
• 英文别名: (2R)-1-[(1R)-2-methoxy-1-phenylethyl]-2-[(1R)-1-trimethylsilyloxyethyl]-2H-pyrrol-5-one
• CAS: 203984-22-9
• 化学式: C₁₈H₂₇NO₃Si
• 分子量: 333.503
• InChiKey: GDMJXEBEOKBNIV-OIISXLGYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.38
• 重原子数：
  23
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  38.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (R)-1-((R)-2-Methoxy-1-phenyl-ethyl)-5-((R)-1-trimethylsilanyloxy-ethyl)-1,5-dihydro-pyrrol-2-one 在 六甲基磷酰三胺 、 copper(l) iodide 、 氨 、 lithium 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 生成 (4R,5R)-4-Butyl-5-((R)-1-hydroxy-ethyl)-pyrrolidin-2-one
  参考文献：
  名称：

  Stereoselective synthesis of 4,5-disubstituted pyrrolidin-2-ones by cuprate addition to chiral non racemic α,β-unsaturated-γ-lactams

  摘要：

  A new access to enantiopure 4,5-disubstituted pyrrolidin-2-ones has been developed from chiral non racemic alpha,beta-unsaturated-gamma-lactams. Conjugate addition of Gilman-type cuprates results in trans addition with excellent diastereoselectivity. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(97)10746-8
• 作为产物：
  描述：

  三甲基氯硅烷 、 (R)-5-((R)-1-Hydroxy-ethyl)-1-((R)-2-methoxy-1-phenyl-ethyl)-1,5-dihydro-pyrrol-2-one 在 4-二甲氨基吡啶 作用下， 以 二氯甲烷 为溶剂， 以77%的产率得到(R)-1-((R)-2-Methoxy-1-phenyl-ethyl)-5-((R)-1-trimethylsilanyloxy-ethyl)-1,5-dihydro-pyrrol-2-one
  参考文献：
  名称：

  Stereoselective synthesis of 4,5-disubstituted pyrrolidin-2-ones by cuprate addition to chiral non racemic α,β-unsaturated-γ-lactams

  摘要：

  A new access to enantiopure 4,5-disubstituted pyrrolidin-2-ones has been developed from chiral non racemic alpha,beta-unsaturated-gamma-lactams. Conjugate addition of Gilman-type cuprates results in trans addition with excellent diastereoselectivity. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(97)10746-8

文献信息

• Stereoselective synthesis of 4,5-disubstituted pyrrolidin-2-ones by cuprate addition to chiral non racemic α,β-unsaturated-γ-lactams
  作者：Isabelle Baussanne、Jacques Royer

  DOI：10.1016/s0040-4039(97)10746-8

  日期：1998.2

  A new access to enantiopure 4,5-disubstituted pyrrolidin-2-ones has been developed from chiral non racemic alpha,beta-unsaturated-gamma-lactams. Conjugate addition of Gilman-type cuprates results in trans addition with excellent diastereoselectivity. (C) 1998 Elsevier Science Ltd. All rights reserved.