(1S,3R,4R)-3-(2'-hydroxy-1'(R)-isopropyl-ethyl-carbamoyl)-2-aza-bicyclo-[2.2.1]-heptane-2-N-carboxylic acid benzyl ester | 700867-11-4

• 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: (1S,3R,4R)-3-(2'-hydroxy-1'(R)-isopropyl-ethyl-carbamoyl)-2-aza-bicyclo-[2.2.1]-heptane-2-N-carboxylic acid benzyl ester
• CAS: 700867-11-4
• 化学式: C₂₀H₂₈N₂O₄
• 分子量: 360.453
• InChiKey: JQMLXAYBOBESPW-XMTFNYHQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.31
• 重原子数：
  26.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  78.87
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (1S,3R,4R)-3-(2'-hydroxy-1'(R)-isopropyl-ethyl-carbamoyl)-2-aza-bicyclo-[2.2.1]-heptane-2-N-carboxylic acid benzyl ester 在 甲基磺酰氯 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以95%的产率得到(1S,3R,4R)-3-(4',5'-dihydro-5'(R)-isopropyl-1',3'-oxazol-2'-yl)-2-aza-bicyclo-[2.2.1]-heptane-2-N-carboxylic acid benzyl ester
  参考文献：
  名称：

  Development of a new class of (1S,3R,4R)-2-azabicyclo[2.2.1]heptane-oxazoline ligands and their application in asymmetric transfer hydrogenation

  摘要：

  New 2-aza-norbomane-oxazoline compounds were synthesized and evaluated as ligands in the transfer hydrogenation of acetophenone. The best catalyst prepared in situ from [IrCl2(COD)](2) and a ligand afforded 1-(S)-phenylethanol in good yields and 79% ee. (C) 2004 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tet.2004.01.102
• 作为产物：
  描述：

  (1S,3R,4R)-2-azabicyclo[2.2.1]heptane-3-carboxylic acid 在 碳酸氢钠 、 1-羟基苯并三唑 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 3.0h， 生成 (1S,3R,4R)-3-(2'-hydroxy-1'(R)-isopropyl-ethyl-carbamoyl)-2-aza-bicyclo-[2.2.1]-heptane-2-N-carboxylic acid benzyl ester
  参考文献：
  名称：

  Development of a new class of (1S,3R,4R)-2-azabicyclo[2.2.1]heptane-oxazoline ligands and their application in asymmetric transfer hydrogenation

  摘要：

  New 2-aza-norbomane-oxazoline compounds were synthesized and evaluated as ligands in the transfer hydrogenation of acetophenone. The best catalyst prepared in situ from [IrCl2(COD)](2) and a ligand afforded 1-(S)-phenylethanol in good yields and 79% ee. (C) 2004 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tet.2004.01.102