tert-butyl (2S,2'S)-1'-((S)-tert-butylsulfinyl)-2,2'-bipyrrolidine-1-carboxylate | 1224300-81-5

• 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: tert-butyl (2S,2'S)-1'-((S)-tert-butylsulfinyl)-2,2'-bipyrrolidine-1-carboxylate
• 英文别名: tert-butyl (2S)-2-[(2S)-1-[(S)-tert-butylsulfinyl]pyrrolidin-2-yl]pyrrolidine-1-carboxylate
• CAS: 1224300-81-5
• 化学式: C₁₇H₃₂N₂O₃S
• 分子量: 344.519
• InChiKey: KFEZKFIZZZTKNA-QIPPXTIRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  69.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  tert-butyl (2S,2'S)-1'-((S)-tert-butylsulfinyl)-2,2'-bipyrrolidine-1-carboxylate 在 盐酸 作用下， 以 1,4-二氧六环 、 甲醇 为溶剂， 反应 4.0h， 生成 2,2-双吡咯烷
  参考文献：
  名称：

  Short asymmetric synthesis of (S,S)-PDP using l-prolinol derivative as economic starting material

  摘要：

  (S,S)-PDP (5d) and its backbone (2S2'S)-bipyrioldine (1) have been extensively applied as the scaffold of various chiral ligands in catalytic asymmetric syntheses In this study, new short asymmetric syntheses of these two important C-2-symmetrical nitrogen heterocycles have been accomplished employing economically available t-prolinol derivative 10 as the starting material Excellent diastereoselectivity was achieved of the key Grignard addition to imine intermediate utilizing (S)-N-tert-butanesulfinamide as the chiral auxiliary (C) 2010 Elsevier Ltd All rights reserved

  DOI：

  10.1016/j.tet.2010.02.048
• 作为产物：
  描述：

  在 potassium tert-butylate 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以14.49 g的产率得到tert-butyl (2S,2'S)-1'-((S)-tert-butylsulfinyl)-2,2'-bipyrrolidine-1-carboxylate
  参考文献：
  名称：

  Short asymmetric synthesis of (S,S)-PDP using l-prolinol derivative as economic starting material

  摘要：

  (S,S)-PDP (5d) and its backbone (2S2'S)-bipyrioldine (1) have been extensively applied as the scaffold of various chiral ligands in catalytic asymmetric syntheses In this study, new short asymmetric syntheses of these two important C-2-symmetrical nitrogen heterocycles have been accomplished employing economically available t-prolinol derivative 10 as the starting material Excellent diastereoselectivity was achieved of the key Grignard addition to imine intermediate utilizing (S)-N-tert-butanesulfinamide as the chiral auxiliary (C) 2010 Elsevier Ltd All rights reserved

  DOI：

  10.1016/j.tet.2010.02.048

文献信息

• Short asymmetric synthesis of (S,S)-PDP using l-prolinol derivative as economic starting material
  作者：Xiao-Nan Song、Zhu-Jun Yao

  DOI：10.1016/j.tet.2010.02.048

  日期：2010.4

  (S,S)-PDP (5d) and its backbone (2S2'S)-bipyrioldine (1) have been extensively applied as the scaffold of various chiral ligands in catalytic asymmetric syntheses In this study, new short asymmetric syntheses of these two important C-2-symmetrical nitrogen heterocycles have been accomplished employing economically available t-prolinol derivative 10 as the starting material Excellent diastereoselectivity was achieved of the key Grignard addition to imine intermediate utilizing (S)-N-tert-butanesulfinamide as the chiral auxiliary (C) 2010 Elsevier Ltd All rights reserved