(R)-Butylsuccinic acid | 4254-59-5

• 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: (R)-Butylsuccinic acid
• 英文别名: (R)-n-butylsuccinic acid；Butylbernsteinsaeure；D(+)-n-Butylbernsteinsaeure；(R)-2-n-Butyl-bernsteinsaeure；(R)-Butyl-bernsteinsaeure；(R)-butyl-butanedioic acid；(R)-Butylsuccinsaeure；(2r)-2-Butylbutanedioic Acid；(2R)-2-butylbutanedioic acid
• CAS: 4254-59-5
• 化学式: C₈H₁₄O₄
• 分子量: 174.197
• InChiKey: WOPLHDNLGYOSPG-ZCFIWIBFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  12
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 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：

  6-丁基环庚-1,4-二烯 在 potassium permanganate 、 sodium periodate 作用下， 以 叔丁醇 为溶剂， 生成 (R)-Butylsuccinic acid
  参考文献：
  名称：

  Odoriferous C11 hydrocarbons from Hawaiian Dictyopteris

  摘要：

  DOI：

  10.1021/jo00929a013

文献信息

• Asymmetric synthesis of (R)- and (S)-4-(substituted benzyl)dihydrofuran-2(3H)-ones: an application of the ruthenium-binap complex-catalysed asymmetric hydrogenation of alkylidenesuccinic acids
  作者：Liming Shao、Shiro Miyata、Hitoshi Muramatsu、Hiroyuki Kawano、Youichi Ishii、Masahiko Saburi、Yasuzo Uchida

  DOI：10.1039/p19900001441

  日期：——

  A concise synthesis of (S)- or (R)-4-(substituted benzyl)dihydrofuran-2(3H)-ones (1) with high enantiomeric purity is presented. (S)- or (R)-(Substituted benzyl)succinic acids (6) 97% enantiomeric excess) were first prepared by Ru2Cl4[(R)- or (S)-binap)]2(NEt3) catalysed asymmetric hydrogenation of (substituted benzylidene)succinic acids. The diacids (6) were converted into (R)- or (S)-2-(substituted

  提出了具有高对映体纯度的（S）-或（R）-4-（取代的苄基）二氢呋喃-2（3 H）-ones（1）的简明合成方法。首先通过Ru 2 Cl 4 [（R）-或（S）-binap）] 2（NEt 3）催化制备（S）-或（R）-（取代的苄基）琥珀酸（6），对映体过量97％）。 （取代的亚苄基）琥珀酸的不对称氢化。将二酸（6）转化为（R）-或（S）-2-（取代的苄基）丁烷-1,4-二醇（9）和随后的RuH 2（PPh 3）4催化的（9）脱氢内酯化反应，得到内酯（1），其手性构型完全保留中心。
• Enantioselective Carbometalation of Cinnamyl Derivatives: New Access to Chiral Disubstituted Cyclopropanes— Configurational Stability of Benzylic Organozinc Halides
  作者：Stephanie Norsikian、Ilan Marek、Sophie Klein、Jean F. Poisson、Jean F. Normant

  DOI：10.1002/(sici)1521-3765(19990702)5:7<2055::aid-chem2055>3.0.co;2-9

  日期：1999.7.2
• Diastereoselective conjugate addition of Grignard reagents to a homochiral fumaramide derived from Oppolzer’s sultam
  作者：Gary P. Reid、Kieron W. Brear、David J. Robins

  DOI：10.1016/j.tetasy.2003.12.010

  日期：2004.3

  Conjugate addition of Grignard reagents to N,N'-fumaroylbis[(2R)-bornane-10,2-sultam] 1 occurred with moderate to high levels of diastereoselectivity. Diastereomeric excesses were estimated by analysis of the H-1 NMR spectra of the succinamide mixtures and enantiomeric excesses from F-19 NMR spectra of the bis Mosher esters of the diols produced by reductive cleavage of the succinamides. Saponification of the succinamides gave the corresponding (R)-succinic acids with ees up to 92% showing that addition of the Grignard reagents takes place selectively on the re-face of 1. (C) 2003 Elsevier Ltd. All rights reserved.
• Odoriferous C11 hydrocarbons from Hawaiian Dictyopteris
  作者：Richard E. Moore、John A. Pettus、James Mistysyn

  DOI：10.1021/jo00929a013

  日期：1974.7