succinic acid mono-((R)-1-phenyl-ethyl ester) | 107832-33-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: succinic acid mono-((R)-1-phenyl-ethyl ester)
• 英文别名: Bernsteinsaeure-mono-((R)-1-phenyl-aethylester)；(R)-4-oxo-4-(1-phenylethoxy)butanoic acid；4-oxo-4-[(1R)-1-phenylethoxy]butanoic acid
• CAS: 107832-33-7
• 化学式: C₁₂H₁₄O₄
• 分子量: 222.241
• InChiKey: IITVAEZXZLJTLD-SECBINFHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 海关编码：
  2918990090

反应信息

• 作为反应物：
  描述：

  succinic acid mono-((R)-1-phenyl-ethyl ester) 在 potassium hydroxide 作用下， 以 甲醇 为溶剂， 反应 0.5h， 生成 (R)-(+)-1-苯基乙醇
  参考文献：
  名称：

  的酶动力学拆分秒-醇使用离子性液体酸酐作为酰化剂

  摘要：

  通过碳二亚胺介导的偶联反应，首次以高收率（83％）合成了带有酸酐部分的特定任务离子液体。一系列的对映体分离秒经由酶促动力学拆分进行醇的，采用离子酸酐作为酰化剂和念珠菌南极脂肪酶B作为生物催化剂。两种对映体的快速和有效的恢复是由于酰基供体的离子性质，与进行在有机溶剂中的酶催化步骤的可能性相结合分别实现。

  DOI：

  10.1016/j.tetasy.2014.05.001
• 作为产物：
  描述：

  丁二酸酐 、 苏合香醇 以 various solvent(s) 为溶剂， 反应 38.0h， 生成 succinic acid mono-((R)-1-phenyl-ethyl ester)
  参考文献：
  名称：

  Convenient practical resolution of racemic alkyl-aryl alcohols via enzymatic acylation with succinic anhydride in organic solvents

  摘要：

  Enantiomerically pure alkyl-aryl secondary alcohols were conveniently obtained on a kilogram scale from their racemic mixtures by enzymatic acylation with succinic anhydride in organic solvents. A major advantage of this acylation method is the ease of separating the ester from the unreacted alcohol. This is achieved by extracting the organic solution with aqueous NaHCO3 after the enzymatic reaction is completed.

  DOI：

  10.1016/s0957-4166(00)80122-6

文献信息

• [EN] METHOD FOR PREPARING COAGULATION FACTOR XIA INHIBITOR AND INTERMEDIATE THEREOF<br/>[FR] PROCÉDÉ DE PRÉPARATION D'UN INHIBITEUR DU FACTEUR XIA DE COAGULATION ET INTERMÉDIAIRE DE CELUI-CI<br/>[ZH] 一种凝血因子XIa抑制剂及其中间体的制备方法
  申请人：JIANGSU HENGRUI MEDICINE CO

  公开号：WO2020015698A1

  公开（公告）日：2020-01-23

  本公开涉及一种凝血因子XIa抑制剂及其中间体的制备方法。具体而言，本公开涉及一种氧代吡啶酰胺类衍生物的制备方法，该方法收率高、产物纯度好、反应条件温和。
• Enantioselective esterase activity of an industrial glutaryl acylase
  作者：Sara Adani、Stefano Raimondi、Luca Forti、Daniela Monti、Sergio Riva

  DOI：10.1016/j.tetasy.2005.06.024

  日期：2005.7

  The unexpected esterase activity of an industrial glutaryl acylase was investigated. Glutaryl esters of a series of primary and secondary alcohols as well as of phenols were all efficiently hydrolyzed, the only exception being the sterically hindered glutarate of thymol. The enantioselectivities of the acylase, which were evaluated with three of these substrates, were quite low (E values ranging between 1.9 and 7.2), but were significantly improved by substrate and/or solvent engineering. Enantiomerically enriched hydrolyzed alcohols and unreacted glutarates can be easily separated by selective extraction, thus avoiding chromatographic steps. (C) 2005 Elsevier Ltd. All rights reserved.