4-(Azido-methoxycarbonyl-methyl)-bicyclo[2.2.2]octane-1-carboxylic acid methyl ester | 220934-70-3

• 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: 4-(Azido-methoxycarbonyl-methyl)-bicyclo[2.2.2]octane-1-carboxylic acid methyl ester
• 英文别名: Methyl 4-(1-azido-2-methoxy-2-oxoethyl)bicyclo[2.2.2]octane-1-carboxylate
• CAS: 220934-70-3
• 化学式: C₁₃H₁₉N₃O₄
• 分子量: 281.312
• InChiKey: FKTKGJYGHMACKM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  67
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  4-(Azido-methoxycarbonyl-methyl)-bicyclo[2.2.2]octane-1-carboxylic acid methyl ester 在 palladium on activated charcoal sodium hydroxide 、 ion exchange resin 、 氢气 作用下， 以 甲醇 为溶剂， 反应 16.0h， 生成
  参考文献：
  名称：

  The synthesis of [2.2.2]bicyclooctane and [3.1.1]bicycloheptane based amino acids as constrained glutamate analogues

  摘要：

  A novel [2.2.2]bicyclooctane analogue of glutamic acid was synthesised using a modification of the Corey-Link amino acid synthesis. A related [3.1.1]bicycloheptane was prepared by cyclising a symmetrical 4,4-disubstituted cyclohexanone. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)02411-3
• 作为产物：
  描述：

  4-甲酰基双环并[2.2.2]辛烷-1-甲酸甲酯 在 sodium azide 、 18-冠醚-6 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 为溶剂， 生成 4-(Azido-methoxycarbonyl-methyl)-bicyclo[2.2.2]octane-1-carboxylic acid methyl ester
  参考文献：
  名称：

  The synthesis of [2.2.2]bicyclooctane and [3.1.1]bicycloheptane based amino acids as constrained glutamate analogues

  摘要：

  A novel [2.2.2]bicyclooctane analogue of glutamic acid was synthesised using a modification of the Corey-Link amino acid synthesis. A related [3.1.1]bicycloheptane was prepared by cyclising a symmetrical 4,4-disubstituted cyclohexanone. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)02411-3

文献信息

• The synthesis of [2.2.2]bicyclooctane and [3.1.1]bicycloheptane based amino acids as constrained glutamate analogues
  作者：S.Richard Baker、Timothy C Hancox

  DOI：10.1016/s0040-4039(98)02411-3

  日期：1999.1

  A novel [2.2.2]bicyclooctane analogue of glutamic acid was synthesised using a modification of the Corey-Link amino acid synthesis. A related [3.1.1]bicycloheptane was prepared by cyclising a symmetrical 4,4-disubstituted cyclohexanone. (C) 1999 Elsevier Science Ltd. All rights reserved.