(S)-(-)-2-pentylbutanedioic acid | 63120-94-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (S)-(-)-2-pentylbutanedioic acid
• 英文别名: (S)-Pentylbernsteinsaeure；(S)-Butylsuccinsaeure；(S)-pentylsuccinic acid；Nonate；(2S)-2-pentylbutanedioic acid
• CAS: 63120-94-5
• 化学式: C₉H₁₆O₄
• 分子量: 188.224
• InChiKey: FNZSVEHJZREFPF-ZETCQYMHSA-N

物化性质

• 熔点：
  85-87 °C
• 物理描述：
  Solid

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  13
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  74.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  n-Pentyl-bernsteinsaeure 在 brucine salt 作用下， 生成 (S)-(-)-2-pentylbutanedioic acid
  参考文献：
  名称：

  Fredga, Arkiv foer Kemi, 1954, vol. 6, p. 277,278

  摘要：

  DOI：

文献信息

• A facile chemoenzymatic approach to chiral non-racemic β-alkyl-γ-amino acids and 2-alkylsuccinic acids. A concise synthesis of (S)-(+)-Pregabalin
  作者：Fulvia Felluga、Giuliana Pitacco、Ennio Valentin、Cesare Daniele Venneri

  DOI：10.1016/j.tetasy.2008.03.014

  日期：2008.5

  Both enantiomerically pure antipodes of GABA analogues were prepared as hydrochloride salts, by enzymatic kinetic resolution of their precursors ethyl 2-(nitromethyl)alkanoates. These latter compounds can be easily transformed into enantiomerically pure 2-alkylsuccinic acids by a Nef reaction followed by oxidation. Interestingly, this reaction was particularly easy for the neopentyl derivative (S)-(+)-7d, which underwent conversion into its corresponding succinic acid derivative (S)-(-)-8d in buffered solution. The absolute configurations of the main Compounds of interest involved are given, together with their CD spectra. (C) 2008 Elsevier Ltd. All rights reserved.
• Fredga, Arkiv foer Kemi, 1953, vol. 6, p. 277,280
  作者：Fredga

  DOI：——

  日期：——
• Fredga, Arkiv foer Kemi, 1954, vol. 6, p. 277,278
  作者：Fredga

  DOI：——

  日期：——