(R)-2-phenyl-heptanoic acid | 189127-40-0

• 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: (R)-2-phenyl-heptanoic acid
• 英文别名: (R)-2-Phenyl-heptansaeure；(2R)-2-phenylheptanoic acid
• CAS: 189127-40-0
• 化学式: C₁₃H₁₈O₂
• 分子量: 206.285
• InChiKey: LHDANYVMYMTDHJ-GFCCVEGCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  (S)-(-)- α-甲基苄胺 、 2-phenylheptanoic acid 生成 (R)-2-phenyl-heptanoic acid
  参考文献：
  名称：

  Pettersson; Willdeck, Arkiv foer Kemi, 1956, vol. 9, p. 333,334

  摘要：

  DOI：

文献信息

• Structural requirements for substrate in highly enantioselective hydrogenation over the cinchonidine-modified Pd/C
  作者：Takashi Sugimura、Takayuki Uchida、Junya Watanabe、Takeshi Kubota、Yasuaki Okamoto、Tomonori Misaki、Tadashi Okuyama

  DOI：10.1016/j.jcat.2008.11.022

  日期：2009.2.15

  Relationship between substrate Structure and enantioselectivity is studied for the asymmetric hydrogenation of 42 different (E)-alpha, beta-disubstituted acrylic acids (propenoic acids) over cinchonidine-modified Pd/C. The beta-phenyl group is indispensable for high enantioselectivity of alpha-phenylcinnamic acid (2,3-diphenylpropenoic acid, 81% ee), and substitution on this group affects markedly the selectivity. The high ee up to 92% was achieved by the beta-p-alkoxyphenyl substitution, and the selectivity is ascribed mainly to stronger interaction of the substrate with the chiral modifier on the catalyst surface. In contrast, substitution on the alpha-phenyl group does not affect notably the enantioselectivity (80-82% ee) or even the alpha-phenyl group itself is not indispensable but replaceable with a properly bulky group for the high enantioselectivity, (C) 2008 Elsevier Inc. All rights reserved.
• ISOFORMEN DER SCHWEINELEBER ESTERASE
  申请人：Evonik Degussa GmbH

  公开号：EP2126065A2

  公开（公告）日：2009-12-02
• [DE] ISOFORMEN DER SCHWEINELEBER ESTERASE<br/>[EN] ISOFORMS OF PIG LIVER ESTERASE<br/>[FR] ISOFORMES DE L'ESTÉRASE DE FOIE DE PORC
  申请人：EVONIK DEGUSSA GMBH

  公开号：WO2008116745A2

  公开（公告）日：2008-10-02

  [EN] The invention relates to novel mutants of _?PLE, to vehicles containing the same and to their use in the production of enantiomer-enriched alcohols, carboxylic acids and esters.
  [FR] L'invention concerne de nouveaux mutants de _{?P
  [DE] Die vorliegende Erfindung bezieht sich auf neue Mutanten der?PLE, sie enthaltende Vehikel und deren Anwendung in der Herstellung von enantiomerenangereicherten Alkoholen, Carbonsäuren bzw. Estern.}