4-benzylsulfanyl-2-hydroxy-butyric acid | 21793-74-8

• 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: 4-benzylsulfanyl-2-hydroxy-butyric acid
• 英文别名: 4-Benzylmercapto-2-hydroxy-buttersaeure；4-Benzylsulfanyl-2-hydroxybutanoic acid
• CAS: 21793-74-8
• 化学式: C₁₁H₁₄O₃S
• 分子量: 226.296
• InChiKey: SYJLZVDFMFFICI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  82.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  苯基蛋氨酸 在 barium nitrite 、 硫酸 作用下， 生成 4-benzylsulfanyl-2-hydroxy-butyric acid
  参考文献：
  名称：

  Stekol, Journal of Biological Chemistry, 1941, vol. 140, p. 827,829

  摘要：

  DOI：

文献信息

• METHOD FOR PREPARING 2-HYDROXYBUTYROLACTONE
  申请人：Henryon Vivien

  公开号：US20130204016A1

  公开（公告）日：2013-08-08

  The invention relates to a method for preparing 2-hydroxybutyrolactone (2HBL) from a compound or its salt or its oligomers, said compound fitting formula (I) CH 3 —S—CH 2 CH 2 CR1R2R3 Wherein R1 represents H R2 represents a group selected from OH; OR4 and OCOR4 wherein R4 represents a group selected from linear, cyclic, alicyclic or branches alkyl groups having from 1 to 10 carbon atoms, and aryl groups having from 6 to 10 carbon atoms, optionally substituted with substituent(s) selected from linear or branched alkyl groups having from 1 to 10 carbon atoms, halogens and hydroxyl, amino, nitro and alkoxy groups having from 1 to 10 carbon atoms; and OSiRR′R″ wherein R, R′ and R″ are selected independently of each other from linear, cyclic, alicyclic or branched alkyl groups having from 1 to 10 carbon atoms, aryl groups having from 6 to 10 carbon atoms, optionally substituted with substituent(s) selected from linear or branched alkyl groups having from 1 to 10 carbon atoms, or R1 and R2 represent together ═O, R3 represents COOH or a COOR5 group wherein R5 represents a group selected from linear, cyclic, alicyclic or branched alkyl groups having from 1 to 10 carbon atoms, benzyl groups and benzyl groups substituted with one or two substituents selected from linear or branched alkyl groups having from 1 to 10 carbon atoms, halogens and hydroxyl, amino, nitro and alkoxy groups having from 1 to 10 carbon atoms, or R3 represents a cyano group, method according to which a sulfonium of said compound is obtained, said sulfonium fitting the formula (II) [CH 3 ][CH 2 CH 2 CR1R2CR3][CR6R7R8]S + X − wherein R1, R2 and R3 have the above definition, and R6 and R7 are selected independently of each other from H, linear, cyclic, alicyclic or branched alkyl groups having from 1 to 10 carbon atoms, and aryl groups having from 6 to 10 carbon atoms, optionally substituted with substituent(s) selected from linear or branched alkyl groups having from 1 to 10 carbon atoms, halides and hydroxyl, amino, nitro and alkoxy groups having from 1 to 10 carbon atoms; R8 is selected from H, linear, cyclic, alicyclic or branched alkyl groups having from 1 to 10 carbon atoms, aryl groups having from 6 to 10 carbon atoms, optionally substituted with substituent(s) selected from linear or branched alkyl groups having from 1 to 10 carbon atoms, and attractor groups notably those comprising a function selected from acid, ester, cyano functions and X represents a counter-ion, and the thereby obtained sulfonium is hydrolyzed and 2,4-dihydroxybutyric acid or its salt is cyclized into 2-hydroxybutyrolactone.

  该发明涉及一种从化合物或其盐或其寡聚物制备2-羟基丁酸内酯（2HBL）的方法，所述化合物符合结构式（I）CH3—S—CH2CH2CR1R2R3其中R1代表HR2代表从OH; OR4和OCOR4中选择的一个基团，其中R4代表从1到10个碳原子的线性、环状、脂环或支链烷基基团，以及从6到10个碳原子的芳基基团，可选择地被从1到10个碳原子的线性或支链烷基基团、卤素和羟基、氨基、硝基和从1到10个碳原子的烷氧基组成的取代基置换; 和OSiRR′R″其中R、R′和R″分别从1到10个碳原子的线性、环状、脂环或支链烷基基团、从6到10个碳原子的芳基基团中选择，可选择地被从1到10个碳原子的线性或支链烷基基团组成的取代基或R1和R2一起代表═O，R3代表COOH或COOR5基团，其中R5代表从1到10个碳原子的线性、环状、脂环或支链烷基基团、苄基基团和苄基基团，可选择地被从1到10个碳原子的线性或支链烷基基团、卤素和羟基、氨基、硝基和从1到10个碳原子的烷氧基组成的取代基置换，或R3代表氰基，按照该方法获得所述化合物的烷基硫盐，所述烷基硫盐符合结构式（II）[ ][CH2CH2CR1R2CR3][CR6R7R8]S+X−其中R1、R2和R3具有上述定义，R6和R7分别从H、从1到10个碳原子的线性、环状、脂环或支链烷基基团和从6到10个碳原子的芳基基团中选择，可选择地被从1到10个碳原子的线性或支链烷基基团、卤素和羟基、氨基、硝基和从1到10个碳原子的烷氧基组成的取代基置换; R8从H、从1到10个碳原子的线性、环状、脂环或支链烷基基团、从6到10个碳原子的芳基基团中选择，可选择地被从1到10个碳原子的线性或支链烷基基团组成的取代基，和吸引子基团，尤其是包括酸、酯、氰基团的功能中选择的基团，X代表一个反离子，然后获得的烷基硫盐被水解，2,4-二羟基丁酸或其盐被环化成2-羟基丁酸内酯。
• [EN] PROCESS FOR PREPARING SULFUR-CONTAINING 2-KETOCARBOXYLATE COMPOUND<br/>[FR] PROCÉDÉ POUR PRÉPARER UN COMPOSÉ 2-CÉTOCARBOXYLATE CONTENANT DU SOUFRE
  申请人：SUMITOMO CHEMICAL CO

  公开号：WO2012026619A1

  公开（公告）日：2012-03-01

  The present invention provides a novel process for preparing a sulfur-containing 2-ketocarboxylate compound without using any enzyme. The process comprises a step of oxidizing a hydroxyacetate compound having an optionally-substituted sulfur-containing hydrocarbon group at 2-position in the presence of a vanadium compound. Preferably, the step is carried out further in the presence of oxygen, and more preferably, in the presence of an organic solvent.

  本发明提供了一种新型的制备含硫2-酮羧酸酯化合物的方法，不需要使用任何酶。该方法包括在钒化合物存在的情况下氧化2-位置具有可选取代硫代烃基的羟基乙酸化合物的步骤。最好在氧气存在的情况下进行该步骤，更好的是在有机溶剂存在的情况下进行。
• PROCESS FOR PREPARING SULFUR-CONTAINING 2-KETOCARBOXYLATE COMPOUND
  申请人：Sumitomo Chemical Co., Ltd

  公开号：EP2609076A1

  公开（公告）日：2013-07-03
• US8822706B2
  申请人：——

  公开号：US8822706B2

  公开（公告）日：2014-09-02