trans 1-amino-3-boronocyclopentanecarboxylic acid | 799842-91-4

• 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: trans 1-amino-3-boronocyclopentanecarboxylic acid
• 英文别名: 1-amino-3-borono-cyclo-pentanecarboxylic acid；1-amino-3-borono-cyclopentanecarboxylic acid；1-amino-3-boronocyclopentane carboxylic acid；1-amino-3-boronocyclopentane-carboxylic acid；1-amino-3-boronocyclopentanecarboxylic acid；Cyclopentanecarboxylic acid, 1-amino-3-borono-；1-amino-3-boronocyclopentane-1-carboxylic acid
• CAS: 799842-91-4
• 化学式: C₆H₁₂BNO₄
• 分子量: 172.977
• InChiKey: VOHZFKLCWSOFRW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.2
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  104
• 氢给体数：
  4
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  8-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3-diazaspiro[4.4]nonane-2,4-dione 在 盐酸 、 水 作用下， 反应 15.0h， 以73%的产率得到trans 1-amino-3-boronocyclopentanecarboxylic acid
  参考文献：
  名称：

  Synthesis of novel boron containing unnatural cyclic amino acids as potential therapeutic agents

  摘要：

  Two boronated alpha -amino acids, 1-amino-3-boronocyclopentanecarboxylic acid and 1-amino-3-boronocycloheptanecarboxylic acid were prepared. The key step in the syntheses was the 1,4-boration of the alpha,beta -unsaturated cyclic ketones using the bis-pinacolatodiboron ester to generate the boronated ketones which were then converted to the corresponding amino acids. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)01486-1

文献信息

• Synthesis of novel boron containing unnatural cyclic amino acids as potential therapeutic agents
  作者：George W Kabalka、Bhaskar C Das、Sasmita Das

  DOI：10.1016/s0040-4039(01)01486-1

  日期：2001.10

  Two boronated alpha -amino acids, 1-amino-3-boronocyclopentanecarboxylic acid and 1-amino-3-boronocycloheptanecarboxylic acid were prepared. The key step in the syntheses was the 1,4-boration of the alpha,beta -unsaturated cyclic ketones using the bis-pinacolatodiboron ester to generate the boronated ketones which were then converted to the corresponding amino acids. (C) 2001 Elsevier Science Ltd. All rights reserved.