(R)-2-Benzyl-3-methyl-butyric acid | 163756-82-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 苯丙酸
• 英文名称: (R)-2-Benzyl-3-methyl-butyric acid
• 英文别名: (2R)-2-benzyl-3-methylbutanoic acid
• CAS: 163756-82-9
• 化学式: C₁₂H₁₆O₂
• 分子量: 192.258
• InChiKey: VPRLUXYRQIHROC-LLVKDONJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (R)-2-Benzyl-3-methyl-butyric acid 、 (R)-4-苄基-2-噁唑烷酮 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 14.0h， 以79%的产率得到(2'R,4R)-3-(2'-isopropyl-3'-phenylpropionyl)-4-benzyloxazolidin-2-one
  参考文献：
  名称：

  Intermolecular Asymmetric Reductive Aldol Reaction of Ketones as Acceptors Promoted by Chiral Rh(Phebox) Catalyst

  摘要：

  The conjugate reduction of cinnamates with hydrosilane and chiral Rh(Phebox-ip) catalyst in the presence of excess acetone is shown to provide the corresponding intermolecular reductive aldol product in extremely high enantioselectivity (up to 98%). Several cinnamates and crotonate substrates and several ketone acceptors were also examined.

  DOI：

  10.1021/ol070251d
• 作为产物：
  描述：

  异戊酸乙酯 在 三(邻甲基苯基)磷 bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate 、 phosphoramidite based on chiral-3,3'-dimethylbinol 、 氢气 作用下， 以 水 、 异丙醇 为溶剂， 30.0 ℃ 、2.5 MPa 条件下， 反应 16.0h， 生成 (R)-2-Benzyl-3-methyl-butyric acid
  参考文献：
  名称：

  在Rh /亚磷酰胺催化的α，β-二取代不饱和酸的氢化中，非手性配体显着提高了速率和对映选择性。

  摘要：

  DOI：

  10.1002/anie.200500784

文献信息

• ANTIPROLIFERATIVE COMPOUNDS, CONJUGATES THEREOF, METHODS THEREFOR, AND USES THEREOF
  申请人：Cheng Heng

  公开号：US20110027274A1

  公开（公告）日：2011-02-03

  Antiproliferative compounds having a structure represented by formula (II), where n, R 1 , R 2 , R 3 , R 4 , and R 5 are as defined herein, can be used to treat tumors, optionally when conjugated to a ligand such as an antibody:

  具有以下式子（II）所代表结构的抗增殖化合物，其中n，R1，R2，R3，R4和R5的定义如本文所述，可用于治疗肿瘤，可选择将其与配体（例如抗体）结合使用：
• 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.
• US8178681B2
  申请人：——

  公开号：US8178681B2

  公开（公告）日：2012-05-15
• US8367666B2
  申请人：——

  公开号：US8367666B2

  公开（公告）日：2013-02-05
• US8394922B2
  申请人：——

  公开号：US8394922B2

  公开（公告）日：2013-03-12