S-ethyl 2-chloropropanethioate | 209597-97-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 硫代羧酸及其衍生物
• 英文名称: S-ethyl 2-chloropropanethioate
• 英文别名: ethyl 2-chloro-2-methylthioacetate
• CAS: 209597-97-7
• 化学式: C₅H₉ClOS
• 分子量: 152.645
• InChiKey: VPZSIIZNXUIQGI-UHFFFAOYSA-N

物化性质

• 沸点：
  179.9±23.0 °C(Predicted)
• 密度：
  1.139±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  8
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  42.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  S-ethyl 2-chloropropanethioate 在 氘代甲醇 、 三乙胺 作用下， 以 氘代甲苯 为溶剂， 生成
  参考文献：
  名称：

  Dynamic Enzymatic Resolution of Thioesters

  摘要：

  A detailed investigation of several issues related to the enzymatic resolution of thioesters under conditions of continuous racemization of substrate was conducted. The kinetic acidity of the alpha-protons of a series of alpha-substituted propionate thioesters was studied. It was found that the rate of alpha-proton exchange could be enhanced as much as 20-fold by variation of the thiol moiety, increasing the range of compounds to which enzymatic dynamic resolution may be applied. The relative rates of hydrolysis of ethyl butyrate and ethyl thiobutyrate by several enzymes commonly used in enzymatic resolution were determined. All of the enzymes studied exhibited similar rates of thioester and oxoester hydrolysis except for the esterase from pig liver, which showed very low activity in thioester hydrolysis. Dynamic resolution of the propargyl and trifluoroethyl thioesters of alpha-phenylpropionate was conducted using subtilisin Carlsberg as a catalyst. These examples demonstrated that enzymatic dynamic resolution can be applied even when the rate of alpha-proton exchange and the enantioselectivity of the enzyme are fairly low. A dynamic enzymatic transesterification procedure was demonstrated in the resolution of the trifluoroethyl thioester of alpha-(2,4-dichlorophenoxy)propionate, and product was obtained in 93% ee. This work helps expand and define the scope of enzymatic dynamic resolution of thioesters.

  DOI：

  10.1021/ja980445b
• 作为产物：
  描述：

  2-氯丙酰氯 、 乙硫醇 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 S-ethyl 2-chloropropanethioate
  参考文献：
  名称：

  Dynamic Enzymatic Resolution of Thioesters

  摘要：

  A detailed investigation of several issues related to the enzymatic resolution of thioesters under conditions of continuous racemization of substrate was conducted. The kinetic acidity of the alpha-protons of a series of alpha-substituted propionate thioesters was studied. It was found that the rate of alpha-proton exchange could be enhanced as much as 20-fold by variation of the thiol moiety, increasing the range of compounds to which enzymatic dynamic resolution may be applied. The relative rates of hydrolysis of ethyl butyrate and ethyl thiobutyrate by several enzymes commonly used in enzymatic resolution were determined. All of the enzymes studied exhibited similar rates of thioester and oxoester hydrolysis except for the esterase from pig liver, which showed very low activity in thioester hydrolysis. Dynamic resolution of the propargyl and trifluoroethyl thioesters of alpha-phenylpropionate was conducted using subtilisin Carlsberg as a catalyst. These examples demonstrated that enzymatic dynamic resolution can be applied even when the rate of alpha-proton exchange and the enantioselectivity of the enzyme are fairly low. A dynamic enzymatic transesterification procedure was demonstrated in the resolution of the trifluoroethyl thioester of alpha-(2,4-dichlorophenoxy)propionate, and product was obtained in 93% ee. This work helps expand and define the scope of enzymatic dynamic resolution of thioesters.

  DOI：

  10.1021/ja980445b

文献信息

• Thio-substituted tricyclic and bicyclic aromatic methanesulfinyl derivatives
  申请人：CEPHALON FRANCE

  公开号：EP1589016A1

  公开（公告）日：2005-10-26

  The present invention is related to chemical compositions, processes for the preparation thereof and uses of the composition. Particularly, the present invention relates to compositions of compounds of Formula (A): wherein Ar, Y, R1 and q are as defined herein; and their use in the treatment of diseases, including treatment of sleepiness, promotion of wakefulness, treatment of Parkinson's disease, cerebral ischemia, stroke, sleep apneas, eating disorders, stimulation of appetite and weight gain, treatment of attention deficit hyperactivity disorder ("ADHD"), enhancing function in disorders associated with hypofunctionality of the cerebral cortex, including, but not limited to, depression, schizophrenia, fatigue, in particular, fatigue associated with neurologic disease, such as multiple sclerosis, chronic fatigue syndrome, and improvement of cognitive dysfunction.

  本发明涉及化学组合物的制备过程及其用途。特别地，本发明涉及化合物(A)的组合物，其中Ar、Y、R1和q如本文中所定义；以及它们在治疗疾病中的应用，包括治疗嗜睡、促进清醒、治疗帕金森病、脑缺血、中风、睡眠呼吸暂停、进食障碍、刺激食欲和体重增加、治疗注意力缺陷多动障碍（“ADHD”）、增强与大脑皮层低功能相关的障碍的功能，包括但不限于抑郁症、精神分裂症、疲劳，尤其是与神经疾病如多发性硬化、慢性疲劳综合征相关的疲劳，以及改善认知功能障碍。
• Substituted phenylpropionic acid derivatives
  申请人：——

  公开号：US20030187068A1

  公开（公告）日：2003-10-02

  The invention provides novel substituted phenylpropionic acid derivatives that bind to the receptor as ligands of human peroxisome proliferator-activated receptor a (PPAR&agr;) to activate and exhibit potent lipid-decreasing action, and processes for preparing them. It relates to substituted phenylpropionic acid derivatives represented by a general formula (1) 1 [wherein R 1 denotes a lower alkyl group with carbon atoms of 1 to 4, lower alkoxy group with carbon atoms of 1 to 3, trifluoromethyl group, trifluoromethoxy group, phenyl group which is unsubstituted or may have substituents, phenoxy group which is unsubstituted or may have substituents or benzyloxy group which is unsubstituted or may have substituents, R 2 denotes a hydrogen atom, lower alkyl group with carbon atoms of 1 to 4 or lower alkoxy group with carbon atoms of 1 to 3, R 3 denotes a lower alkoxy group with carbon atoms of 1 to 3, and the binding mode of A portion denotes —CH 2 CONH—, —NHCOCH 2 —, —CH 2 CH 2 CO—, —CH 2 CH 2 CH 2 —, —CH 2 CH 2 O—, —CONHCH 2 —, —CH2NHCH 2 —, —COCH 2 O—, —OCH 2 CO—, —COCH 2 NH— or —CHCH 2 CO—], their pharmaceutically acceptable salts and their hydrates, and processes for preparing them.

  该发明提供了新型取代苯丙酸衍生物，它们作为人类过氧化物酶体增殖物激活受体α（PPARα）的配体结合，激活并表现出强效的降脂作用，并提供了制备它们的方法。它涉及由通式（1）1表示的取代苯丙酸衍生物，其中R1表示具有1至4个碳原子的较低烷基基团，具有1至3个碳原子的较低烷氧基团，三氟甲基基团，三氟甲氧基团，苯基（未取代或可能具有取代基团），苯氧基（未取代或可能具有取代基团）或苄氧基（未取代或可能具有取代基团），R2表示氢原子，具有1至4个碳原子的较低烷基基团或具有1至3个碳原子的较低烷氧基团，R3表示具有1至3个碳原子的较低烷氧基团，A部分的结合模式表示为—CH2CONH—，—NHCOCH2—，—CH2CH2CO—，—CH2CH2CH2—，—CH2CH2O—，—CONHCH2—，—CH2NHCH2—，—COCH2O—，—OCH2CO—，—COCH2NH—或—CHCH2CO—，它们的药学上可接受的盐和水合物，以及制备它们的方法。
• THIO-SUBSTITUTED TRICYCLIC AND BICYCLIC AROMATIC METHANESULFINYL DERIVATIVES
  申请人：Lesur Brigitte

  公开号：US20090105241A1

  公开（公告）日：2009-04-23

  The present invention is related to chemical compositions, processes for the preparation thereof and uses of the composition. Particularly, the present invention relates to compositions of compounds of Formula (A): wherein Ar, Y, R 1 and q are as defined herein; and their use in the treatment of diseases, including treatment of sleepiness, promotion of wakefulness, treatment of Parkinson's disease, cerebral ischemia, stroke, sleep apneas, eating disorders, stimulation of appetite and weight gain, treatment of attention deficit hyperactivity disorder (“ADHD”), enhancing function in disorders associated with hypofunctionality of the cerebral cortex, including, but not limited to, depression, schizophrenia, fatigue, in particular, fatigue associated with neurologic disease, such as multiple sclerosis, chronic fatigue syndrome, and improvement of cognitive dysfunction.

  本发明涉及化学组成物、其制备方法和组成物的用途。特别地，本发明涉及式（A）化合物的组成物：其中Ar、Y、R1和q如此定义；以及它们在治疗疾病中的应用，包括治疗嗜睡、促进清醒、治疗帕金森病、脑缺血、中风、睡眠呼吸暂停、进食障碍、刺激食欲和增重、治疗注意力缺陷多动障碍（“ADHD”）、增强与大脑皮层功能低下相关的疾病的功能，包括但不限于抑郁症、精神分裂症、疲劳，特别是与神经系统疾病相关的疲劳，如多发性硬化症、慢性疲劳综合征，以及改善认知功能。
• Acetamide Compounds as Fungicides
  申请人：Salmon Roger

  公开号：US20080171767A1

  公开（公告）日：2008-07-17

  Compounds of the general formula (I); wherein the substituents are as defined in claim 1 , are useful as fungicides.

  通式为（I）的化合物，其中取代基如权利要求1所定义，可用作杀真菌剂。
• Nickel/photoredox-catalyzed enantioselective arylation of α-chloro thioesters
  作者：Fei Xing、Tingzhi Lin、Yu Ye、Yan-En Wang、Xianzhong Cao、Xueying Gao、Dongzhao Zhang、Lingfeng Kong、Xiyou Zhu、Dan Xiong、Jianyou Mao

  DOI：10.1039/d3cc04067d

  日期：——

  nickel/photoredox-catalyzed enantioselective reductive cross-coupling of racemic α-chloro thioesters with aryl iodides has been developed. This strategy avoids the need for organometallic reagents or stoichiometric metal reductants. This reaction could tolerate a wide range of substrate scope with excellent reactivity and high enantioselectivities (up to 91% ee) to access a variety of chiral α-aryl thioesters

  开发了第一个双镍/光氧化还原催化的外消旋 α-氯硫酯与芳基碘化物的对映选择性还原交叉偶联。该策略避免了对有机金属试剂或化学计量金属还原剂的需要。该反应可以耐受广泛的底物范围，具有优异的反应活性和高对映选择性（高达91% ee），可以得到多种手性α-芳基硫酯。证明了相应的α-芳基硫酯的合成效用。此外，我们探索了这种对映选择性自由基交叉偶联过程的机制。