(1S,3R)-3-(2-methoxy-2-oxoethyl)-2,2-dimethylcyclopropan-1-carboxylic acid | 1251478-61-1

• 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-(2-methoxy-2-oxoethyl)-2,2-dimethylcyclopropan-1-carboxylic acid
• 英文别名: (+)-(1S,3R)-3-(2-methoxy-2-oxoethyl)-2,2-dimethylcyclopropanecarboxylic acid；(1S,3R)-3-(2-methoxy-2-oxoethyl)-2,2-dimethylcyclopropanecarboxylicacid；(1S,3R)-3-(2-methoxy-2-oxoethyl)-2,2-dimethylcyclopropane-1-carboxylic acid
• CAS: 1251478-61-1
• 化学式: C₉H₁₄O₄
• 分子量: 186.208
• InChiKey: KAJDUZAFTBOXRC-IYSWYEEDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (1S,3R)-3-(2-methoxy-2-oxoethyl)-2,2-dimethylcyclopropan-1-carboxylic acid 在 4-二甲氨基吡啶 、 三乙胺 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 3.0h， 生成 (1S,3R)-((1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-3a-(4-ethylpiperazin-1-carbonyl)-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)icosahydro-1H-cyclopenta[a]chrysen-9-yl)-3-(2-methoxy-2-oxoethyl)-2,2-dimethylcyclopropan-1-carboxylate
  参考文献：
  名称：

  [EN] NOVEL BETULINIC ACID DERIVATIVES AS HIV INHIBITORS
  [FR] NOUVEAUX DÉRIVÉS D'ACIDE BÉTULINIQUE À TITRE D'INHIBITEURS DU VIH

  摘要：

  公开号：

  WO2013160810A3
• 作为产物：
  描述：

  methyl 2-((1R,3S)-3-(hydroxymethyl)-2,2-dimethylcyclopropyl)acetate 在 sodium dichromate 、 硫酸 作用下， 以 乙醚 为溶剂， 生成 (1S,3R)-3-(2-methoxy-2-oxoethyl)-2,2-dimethylcyclopropan-1-carboxylic 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

• NOVEL BETULINIC ACID DERIVATIVES AS HIV INHIBITORS
  申请人：HETERO RESEARCH FOUNDATION

  公开号：US20150119373A1

  公开（公告）日：2015-04-30

  The invention relates to novel betulinic acid derivatives and related compounds, and pharmaceutical compositions useful for therapeutic treatment of viral diseases and particularly HIV mediated diseases.

  本发明涉及新型苦杏仁酸衍生物及相关化合物，以及用于治疗病毒性疾病，特别是HIV介导的疾病的药物组合物。
• [EN] NOVEL BETULINIC ACID DERIVATIVES AS HIV INHIBITORS<br/>[FR] NOUVEAUX DÉRIVÉS D'ACIDE BÉTULINIQUE À TITRE D'INHIBITEURS DU VIH
  申请人：HETERO RESEARCH FOUNDATION

  公开号：WO2013160810A3

  公开（公告）日：2014-01-03
• 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.