(5R)-butyl-1-(2-hydroxy-(1'R)-phenylethyl)-pyrrolidin-2-one | 362045-69-0

• 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: (5R)-butyl-1-(2-hydroxy-(1'R)-phenylethyl)-pyrrolidin-2-one
• 英文别名: (5R)-5-butyl-1-[(1R)-2-hydroxy-1-phenylethyl]pyrrolidin-2-one
• CAS: 362045-69-0
• 化学式: C₁₆H₂₃NO₂
• 分子量: 261.364
• InChiKey: UYEHOKPYVBQOAP-CABCVRRESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 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：

  (5R)-butyl-1-(2-hydroxy-(1'R)-phenylethyl)-pyrrolidin-2-one 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 18.0h， 以80%的产率得到((2R)-butylpyrrolidin-1-yl)-(1'R)-phenylethan-2-ol
  参考文献：
  名称：

  Asymmetric synthesis of 5-substituted pyrrolidinones via a chiral N-acyliminium equivalent

  摘要：

  5-Substituted pyrrolidinones 5 were synthesized in good yields and with fair to good diastereoselectivities from the chiral non-racemic oxazolopyrrolidinone 4. Various nucleophiles including cuprates, silanes and phosphites were used. The chiral induction is thought to arise from a chelated N-acyliminium species. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(01)00195-1
• 作为产物：
  描述：

  (R)-1-(2-羟基-1-苯乙基)-1,5-二氢吡咯-2-酮 在 amberlyst-15 、 copper(I) bromide dimethylsulfide complex 作用下， 以 四氢呋喃 、 正己烷 、 二氯甲烷 为溶剂， 反应 15.33h， 生成 (5R)-butyl-1-(2-hydroxy-(1'R)-phenylethyl)-pyrrolidin-2-one
  参考文献：
  名称：

  Asymmetric synthesis of 5-substituted pyrrolidinones via a chiral N-acyliminium equivalent

  摘要：

  5-Substituted pyrrolidinones 5 were synthesized in good yields and with fair to good diastereoselectivities from the chiral non-racemic oxazolopyrrolidinone 4. Various nucleophiles including cuprates, silanes and phosphites were used. The chiral induction is thought to arise from a chelated N-acyliminium species. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(01)00195-1

文献信息

• Asymmetric synthesis of 5-substituted pyrrolidinones via a chiral N-acyliminium equivalent
  作者：Isabelle Baussanne、Angèle Chiaroni、Jacques Royer

  DOI：10.1016/s0957-4166(01)00195-1

  日期：2001.5

  5-Substituted pyrrolidinones 5 were synthesized in good yields and with fair to good diastereoselectivities from the chiral non-racemic oxazolopyrrolidinone 4. Various nucleophiles including cuprates, silanes and phosphites were used. The chiral induction is thought to arise from a chelated N-acyliminium species. (C) 2001 Elsevier Science Ltd. All rights reserved.