(+)-[(1S,3R)-3-(aminomethyl)-2,2-dimethylcyclopropyl]acetic acid | 1251478-45-1

• 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)-3-(aminomethyl)-2,2-dimethylcyclopropyl]acetic acid
• 英文别名: 2-[(1S,3R)-3-(aminomethyl)-2,2-dimethylcyclopropyl]acetic acid
• CAS: 1251478-45-1
• 化学式: C₈H₁₅NO₂
• 分子量: 157.213
• InChiKey: RGEQGOBYSKPHNM-NTSWFWBYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  63.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (+)-[(1S,3R)-3-({[(benzyloxy)carbonyl]amino}methyl)-2,2-dimethylcyclopropyl]acetic acid 在 5% Pd(II)/C(eggshell) 、 氢气 作用下， 以 甲醇 为溶剂， 反应 3.0h， 生成 (+)-[(1S,3R)-3-(aminomethyl)-2,2-dimethylcyclopropyl]acetic acid
  参考文献：
  名称：

  Stereochemistry of terpene derivatives. Part 7: Novel rigidified amino acids from (+)-3-carene designed as chiral GABA analogues

  摘要：

  Several novel cyclopropyl-rigidified gamma- and delta-amino acids 3-4 have been prepared starting from monoterpene (+)-3-carene 2. These compounds are proposed as chiral analogues of gamma-aminobutyric acid (GABA) 1 and are expected to be of interest as potential inhibitors of GABA receptors. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2010.06.026

文献信息

• Stereochemistry of terpene derivatives. Part 7: Novel rigidified amino acids from (+)-3-carene designed as chiral GABA analogues
  作者：Kamila Gajcy、Jolanta Pękala、Bożena Frąckowiak-Wojtasek、Tadeusz Librowski、Stanisław Lochyński

  DOI：10.1016/j.tetasy.2010.06.026

  日期：2010.8

  Several novel cyclopropyl-rigidified gamma- and delta-amino acids 3-4 have been prepared starting from monoterpene (+)-3-carene 2. These compounds are proposed as chiral analogues of gamma-aminobutyric acid (GABA) 1 and are expected to be of interest as potential inhibitors of GABA receptors. (C) 2010 Elsevier Ltd. All rights reserved.