(S)-n-Amyl-phenylessigsaeure | 21490-50-6

• 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)-n-Amyl-phenylessigsaeure
• 英文别名: (S)-2-phenyl-heptanoic acid；(S)-2-Phenyl-heptansaeure；(2S)-2-phenylheptanoic acid
• CAS: 21490-50-6
• 化学式: C₁₃H₁₈O₂
• 分子量: 206.285
• InChiKey: LHDANYVMYMTDHJ-LBPRGKRZSA-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)-2-phenyl-3-[2]thienyl-propionic acid 在 sodium hydroxide 、 镍 作用下， 生成 (S)-n-Amyl-phenylessigsaeure
  参考文献：
  名称：

  Pettersson, Arkiv foer Kemi, 1956, vol. 9, p. 509,511, 512

  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.
• Pettersson; Willdeck, Arkiv foer Kemi, 1956, vol. 9, p. 333,334
  作者：Pettersson、Willdeck

  DOI：——

  日期：——
• SHIBATA, SAIZO;MATSUSHITA, HAJIME;KANEKO, HAJIME;NOGUCHI, MASAO;SABURI, M+, BULL. CHEM. SOC. JAP., 1982, 55, N 11, 3546-3551
  作者：SHIBATA, SAIZO、MATSUSHITA, HAJIME、KANEKO, HAJIME、NOGUCHI, MASAO、SABURI, M+

  DOI：——

  日期：——