(1S,2S,4R,5S,9R)-6-phenylmethoxycarbonyl-3-oxa-6-azatricyclo[3.2.2.02,4]nonane-9-carboxylic acid | 1004979-23-0

• 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: (1S,2S,4R,5S,9R)-6-phenylmethoxycarbonyl-3-oxa-6-azatricyclo[3.2.2.02,4]nonane-9-carboxylic acid
• CAS: 1004979-23-0
• 化学式: C₁₆H₁₇NO₅
• 分子量: 303.315
• InChiKey: DHDRQSATGWKFIN-ZUWCUPBKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  79.4
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  8-(benzyloxycarbonyl)-2-iodo-4-oxa-8-azatricyclo[4.3.1.0^3,7]decan-5-one 在 lithium hydroxide 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 24.0h， 以99%的产率得到(1S,2S,4R,5S,9R)-6-phenylmethoxycarbonyl-3-oxa-6-azatricyclo[3.2.2.02,4]nonane-9-carboxylic acid
  参考文献：
  名称：

  The iodolactone approach to enantiopure oxiranes of constrained chiral cyclic β-amino acids

  摘要：

  A simple and efficient method has been developed for the synthesis of enantiopure epoxide derivatives of some constrained chiral cyclic beta-amino acids via iodolactonization and alkaline de-iodation. Lower stereo-selectivities were observed when the classical method using mCPBA was used when a bicyclic beta-amino acid was involved leading to a quasi-inseparable mixture of two epoxides. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2008.09.005

文献信息

• ISOQUINUCLIDINE DERIVATIVE AND METHOD FOR PRODUCING 1-CYCLOHEXENE-1-CARBOXYLIC ACID DERIVATIVE BY USING THE SAME
  申请人：The University of Tokyo

  公开号：EP2050752A1

  公开（公告）日：2009-04-22

  The present invention provides an isoquinuclidine derivative which can be used to easily synthesize oseltamivir or an analog thereof. In particular, the present invention provides an isoquinuclidine derivative represented by the following formula (1) or an enantiomer thereof: wherein in the formula (1), A represents a protective group for the nitrogen atom; R1 to R1 each independently represent an alkyl group which may have a substituent, an aryl group which may have a substituent, or a hydrogen atom; and X represents a halogen atom.

  本发明提供了一种异喹啉衍生物，可用于轻松合成奥司他韦或其类似物。具体而言，本发明提供了由以下式（1）表示的异喹啉衍生物或其对映体： 在式（1）中，A代表氮原子的保护基团；R1到R1分别独立地代表可能具有取代基的烷基基团，可能具有取代基的芳基基团，或氢原子；X代表卤素原子。