(3R,4S,5S)-5-benzyl-4-hydroxy-3-<1(S)-(1,1-dimethylethoxycarbonylamino)-2-phenyl-ethyl>pyrrolidin-2-one | 160998-86-7

• 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: (3R,4S,5S)-5-benzyl-4-hydroxy-3-<1(S)-(1,1-dimethylethoxycarbonylamino)-2-phenyl-ethyl>pyrrolidin-2-one
• 英文别名: tert-butyl N-[(1S)-1-[(3R,4S,5S)-5-benzyl-4-hydroxy-2-oxopyrrolidin-3-yl]-2-phenylethyl]carbamate
• CAS: 160998-86-7
• 化学式: C₂₄H₃₀N₂O₄
• 分子量: 410.513
• InChiKey: RONAXZNWBPMXEN-UWHLTILDSA-N

物化性质

• 沸点：
  638.2±50.0 °C(predicted)
• 密度：
  1.180±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  30
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  87.7
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (3R,4S,5S)-5-benzyl-4-hydroxy-3-<1(S)-(1,1-dimethylethoxycarbonylamino)-2-phenyl-ethyl>pyrrolidin-2-one 在 盐酸 作用下， 生成
  参考文献：
  名称：

  Addition of dilithiated methyl-3-aminobutanoate to aldehydes proceeds with ul-1,2-induction

  摘要：

  Syntheses of 2-substituted 1-hydroxyethylene building blocks, useful as the central moiety of HIV-1 protease inhibitors, is described. Dilithiated N-protected-3-amino-4-phenylbutanoic methyl esters are reacted with aldehydes to give predominantly aldol products with 1,u configuration. The diastereomeric ratio depends on the N-protecting group and on the experimental conditions. The configurations are assigned by H-1-NMR of cyclic derivatives and are supported by X-ray structure.

  DOI：

  10.1016/s0040-4039(00)76697-4
• 作为产物：
  描述：

  苯丙醛,a-[二(苯基甲基)氨基]-,(S)- 在 钯 氢气 、 lithium diisopropyl amide 作用下， 以 甲醇 为溶剂， 反应 13.17h， 生成 (3R,4S,5S)-5-benzyl-4-hydroxy-3-<1(S)-(1,1-dimethylethoxycarbonylamino)-2-phenyl-ethyl>pyrrolidin-2-one
  参考文献：
  名称：

  Addition of dilithiated methyl-3-aminobutanoate to aldehydes proceeds with ul-1,2-induction

  摘要：

  Syntheses of 2-substituted 1-hydroxyethylene building blocks, useful as the central moiety of HIV-1 protease inhibitors, is described. Dilithiated N-protected-3-amino-4-phenylbutanoic methyl esters are reacted with aldehydes to give predominantly aldol products with 1,u configuration. The diastereomeric ratio depends on the N-protecting group and on the experimental conditions. The configurations are assigned by H-1-NMR of cyclic derivatives and are supported by X-ray structure.

  DOI：

  10.1016/s0040-4039(00)76697-4

文献信息

• Addition of dilithiated methyl-3-aminobutanoate to aldehydes proceeds with ul-1,2-induction
  作者：Peter Ettmayer、Michael Hübner、Hubert Gstach

  DOI：10.1016/s0040-4039(00)76697-4

  日期：1994.6

  Syntheses of 2-substituted 1-hydroxyethylene building blocks, useful as the central moiety of HIV-1 protease inhibitors, is described. Dilithiated N-protected-3-amino-4-phenylbutanoic methyl esters are reacted with aldehydes to give predominantly aldol products with 1,u configuration. The diastereomeric ratio depends on the N-protecting group and on the experimental conditions. The configurations are assigned by H-1-NMR of cyclic derivatives and are supported by X-ray structure.