(3R,4R)-3,4-dibenzoyloxy-N-chloropyrrolidine | 259191-46-3

• 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: (3R,4R)-3,4-dibenzoyloxy-N-chloropyrrolidine
• 英文别名: [(3R,4R)-4-benzoyloxy-1-chloropyrrolidin-3-yl] benzoate
• CAS: 259191-46-3
• 化学式: C₁₈H₁₆ClNO₄
• 分子量: 345.782
• InChiKey: AQNMKEHYMJHEHN-HZPDHXFCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  55.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (3R,4R)-3,4-dibenzoyloxy-N-chloropyrrolidine 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 甲苯 为溶剂， 以100%的产率得到(3R,4R)-3,4-dibenzoyloxy-1-pyrroline
  参考文献：
  名称：

  Preparation of14C-labelled 1,4-dideoxy-1,4-imino-D-arabinitol: cyanosilylation of cyclic imines using KCN in a one-pot synthesis

  摘要：

  A new method for C-C bond formation was developed based on ill situ cyanosilylation of cyclic Schiff bases using KCN, TMSCl, KI acid ZnI2. This method was used to prepare the potent alpha-glucosidase inhibitor 1,4-dideoxy-1,4-imino-D-arabinitol C-14 labelled at C-5.

  DOI：

  10.1002/(sici)1099-1344(199912)42:12<1145::aid-jlcr268>3.0.co;2-y
• 作为产物：
  描述：

  (3R,4R)-4-(benzoyloxy)pyrrolidin-3-yl benzoate 在 N-氯代丁二酰亚胺 作用下， 以 乙醚 为溶剂， 反应 3.0h， 以94%的产率得到(3R,4R)-3,4-dibenzoyloxy-N-chloropyrrolidine
  参考文献：
  名称：

  Preparation of14C-labelled 1,4-dideoxy-1,4-imino-D-arabinitol: cyanosilylation of cyclic imines using KCN in a one-pot synthesis

  摘要：

  A new method for C-C bond formation was developed based on ill situ cyanosilylation of cyclic Schiff bases using KCN, TMSCl, KI acid ZnI2. This method was used to prepare the potent alpha-glucosidase inhibitor 1,4-dideoxy-1,4-imino-D-arabinitol C-14 labelled at C-5.

  DOI：

  10.1002/(sici)1099-1344(199912)42:12<1145::aid-jlcr268>3.0.co;2-y

文献信息

• Preparation of14C-labelled 1,4-dideoxy-1,4-imino-D-arabinitol: cyanosilylation of cyclic imines using KCN in a one-pot synthesis
  作者：Birgitte M. Folkersen、Inge Lundt、Christian Foged、Jacob S. Valsborg

  DOI：10.1002/(sici)1099-1344(199912)42:12<1145::aid-jlcr268>3.0.co;2-y

  日期：1999.12

  A new method for C-C bond formation was developed based on ill situ cyanosilylation of cyclic Schiff bases using KCN, TMSCl, KI acid ZnI2. This method was used to prepare the potent alpha-glucosidase inhibitor 1,4-dideoxy-1,4-imino-D-arabinitol C-14 labelled at C-5.