S-hydroxymethyl ethanethioate | 51930-26-8

• 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-hydroxymethyl ethanethioate
• 英文别名: S-(Hydroxymethyl) ethanethioate
• CAS: 51930-26-8
• 化学式: C₃H₆O₂S
• 分子量: 106.145
• InChiKey: AYARDDBGOVHSNA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  6
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  62.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  S-hydroxymethyl ethanethioate 在 三溴化磷 作用下， 反应 1.25h， 以67%的产率得到bromomethyl acetyl sulfide
  参考文献：
  名称：

  亲核试剂对黑色磷的共价功能化作用

  摘要：

  层状黑磷由于其有趣的材料特性而引起了极大的关注，该特性导致了许多建议的应用。这里展示了几种方法用于层状黑磷的共价化学修饰，以形成P-C和P-O-C键。亲核试剂对黑磷的化学修饰非常有效。进一步研究的衍生化方法基于自由基反应。这些试剂对黑磷的表面共价修饰不如亲核试剂有效。使用从头算计算研究了共价修饰对黑磷电子结构的影响。共价修饰对电子结构产生很大影响，包括带隙宽度的变化和自旋极化。

  DOI：

  10.1002/anie.201705722
• 作为产物：
  描述：

  硫代乙酸 在 聚合甲醛 作用下， 生成 S-hydroxymethyl ethanethioate
  参考文献：
  名称：

  Boehme et al., Justus Liebigs Annalen der Chemie, 1959, vol. 623, p. 92,96,102

  摘要：

  DOI：

文献信息

• Phosphorus-containing squalene synthetase inhibitors
  申请人：E. R. Squibb & Sons, Inc.

  公开号：US05212164A1

  公开（公告）日：1993-05-18

  Compounds which are inhibitors of cholesterol biosynthesis (by inhibiting de novo squalene biosynthesis), and thus are useful as hypocholesterolemic agents and antiatherosclerotic agents are provided which have the structure ##STR1## wherein m is 0, 1, 2 or 3; n is 0, 1, 2, 3 or 4; Y.sup.1 and Y.sup.2 are H or halogen; R.sup.2, R.sup.3 and R.sup.4 may be the same or different and are independently H, metal ion, C.sub.1 to C.sub.8 alkyl or C.sub.3 to C.sub.12 alkenyl; X is O, S, NH or NCH.sub.2 R.sup.15 wherein R.sup.15 is H or C.sub.1 to C.sub.5 alkyl; and R.sup.1 is R.sup.5 --Q.sup.1 --Q.sup.2 --Q.sup.3 -- wherein R.sup.5, Q.sup.1, Q.sup.2 and Q.sup.3 are as defined herein; and when m is o, X is other than S; and if m is o and X is 0, then n is 1, 2, 3 or 4; including all stereoisomers thereof.

  提供了抑制胆固醇生物合成（通过抑制新生角鲨烯生物合成）的化合物，因此可用作降胆固醇药物和抗动脉粥样硬化药物，其结构为##STR1##其中m为0、1、2或3；n为0、1、2、3或4；Y.sup.1和Y.sup.2为H或卤素；R.sup.2、R.sup.3和R.sup.4可以相同也可以不同，独立地为H、金属离子、C.sub.1到C.sub.8烷基或C.sub.3到C.sub.12烯基；X为O、S、NH或NCH.sub.2R.sup.15，其中R.sup.15为H或C.sub.1到C.sub.5烷基；R.sup.1为R.sup.5--Q.sup.1--Q.sup.2--Q.sup.3--其中R.sup.5、Q.sup.1、Q.sup.2和Q.sup.3如本文所定义；当m为o时，X不是S；如果m为o且X为0，则n为1、2、3或4；包括所有立体异构体。
• Are Aminomethyl Thioesters Viable Intermediates in Native Chemical Ligation Type Amide Bond Forming Reactions?
  作者：Carlie L. Charron、Jade M. Cottam Jones、Craig A. Hutton

  DOI：10.1071/ch18198

  日期：——

  The condensation of N-mercaptomethyl amines and thioesters is a potential route to amides, via aminomethyl thioester intermediates, in a native chemical ligation type process followed by self-cleavage of the ‘mercaptomethyl’ auxiliary. This paper describes investigations towards the preparation of aminomethyl thioesters, and subsequent conversion into amides, from a three-component coupling of formaldehyde

  N-巯基甲基胺和硫酯的缩合是通过氨基甲基硫酯中间体在天然化学连接类型方法中随后自裂解“巯基甲基”助剂的酰胺的潜在途径。本文介绍了对氨基甲基硫代酯的制备以及随后由甲醛，硫代酸和胺的三组分偶合转化为酰胺的研究。我们的研究表明，尽管此类中间体可能在酰胺生成过程中形成，但与胺和硫代酸前体的直接反应相比，没有优势。
• The traceless Staudinger ligation for indirect¹⁸F-radiolabelling
  作者：Laurence Carroll、Sophie Boldon、Romain Bejot、Jane E. Moore、Jérôme Declerck、Véronique Gouverneur

  DOI：10.1039/c0ob00564a

  日期：——

  The Staudinger ligation of phosphine-substituted thioesters with 18F-fluoroethylazide has been successfully applied to access 18F-labelled molecules in radiochemical yields superior to 95%; the first fluorous variant of a Staudinger radio-ligation has been validated.

  膦取代的硫酯与18 F-氟乙基叠氮化物的施陶丁格连接已成功用于18 F标记的分子的放射化学收率超过95％。Staudinger放射性连接的第一个荧光变异体已得到验证。
• [EN] PROCESS AND INTERMEDIATES FOR THE PREPARATION OF PYROXASULFONE<br/>[FR] PROCÉDÉ ET INTERMÉDIAIRES POUR LA PRÉPARATION DE PYROXASULFONE
  申请人：ADAMA AGAN LTD

  公开号：WO2021019537A1

  公开（公告）日：2021-02-04

  The invention provides a process which comprises the step of thiomethylating a pyrazole, to create R2-C(O)-S-CH2- functionality at position 4 of the pyrazole ring. The process is useful in preparing Pyroxasulfone. The invention also provides intermediates. Formula (III);

  该发明提供了一种过程，其中包括硫甲基化吡唑的步骤，以在吡唑环的位置4处形成R2-C(O)-S-CH2-功能基团。该过程在制备吡唑磺隆时非常有用。该发明还提供了中间体。公式（III）；
• Labile, non-heterocyclic quaternary ammonium salt/esters as transient
  申请人：Interx Research Corporation

  公开号：US04160099A1

  公开（公告）日：1979-07-03

  Labile quaternary ammonium salts of the following formula (I) and (II) are provided: ##STR1## wherein ##STR2## represents a tertiary aliphatic amine; wherein ##STR3## represents an unsaturated amine; wherein R represents a member selected from the group consisting of a hydrogen atom, a C.sub.1 -C.sub.8 open chain or cyclo alkyl group, a C.sub.1 -C.sub.8 alkoxyalkyl group, a C.sub.1 -C.sub.8 acyloxyalkyl group, a C.sub.1 -C.sub.8 haloalkyl group, a C.sub.1 -C.sub.8 carboxyalkyl group, a C.sub.2 -C.sub.8 alkenylphenyl group, an aryl group, and a substituted aryl group, whose substituents are selected from the group consisting of a halogen atom, an O-lower alkyl (C.sub.1 -C.sub.4) group, an O-acyl group, a nitro group, a carboxyl group, and a carboethoxy group; wherein R.sub.1 which may be the same or different, represents any member defined by R above with the proviso that R.sub.1 cannot be a hydrogen atom; wherein X is --O-- or --S--; and wherein Y represents a member selected from the group consisting of a halogen atom or any other organic or inorganic monovalent equivalent anion; With the further proviso that ##STR4## respectively cannot represent trimethylamine and pyridine or quinoline when R represents a hydrogen atom and R.sub.1 represents a methyl group or a phenyl group. The compounds described above are characterized by their extreme solubility and resistance to oxidation, dealkylation, and protonation prior to chemical and/or enzymatic hydrolysis. Upon chemical and/or enzymatic hydrolysis, these compounds will "cleave," thus releasing their active constituent or constituents, according to the following general scheme(s): ##STR5## In other words, the title compounds hydrolyze (chemically or enzymatically) releasing a tertiary amine or unsaturated amine derivative, an aldehyde, a carboxylic acid and a hydrogen halide (HX) per the above reaction scheme.

  提供以下公式（I）和（II）的不稳定的季铵盐： 其中，##STR2##表示三级脂肪胺；其中，##STR3##表示不饱和胺；其中，R表示从群组中选择的成员，该群组包括氢原子，C.sub.1-C.sub.8开链或环烷基，C.sub.1-C.sub.8烷氧基烷基，C.sub.1-C.sub.8酰氧基烷基，C.sub.1-C.sub.8卤代烷基，C.sub.1-C.sub.8羧基烷基，C.sub.2-C.sub.8烯基苯基，芳基和取代芳基，其取代基选择自卤原子，O-较低烷基（C.sub.1-C.sub.4）基，O-酰基，硝基，羧基和羧乙氧基；其中R.sub.1可以相同或不同，表示由上述R定义的任何成员，但R.sub.1不能是氢原子；其中X为--O--或--S--；Y表示从卤原子或任何其他有机或无机单价等效阴离子中选择的成员；并且还规定当R表示氢原子且R.sub.1表示甲基基团或苯基团时，##STR4##分别不能表示三甲胺和吡啶或喹啉。上述化合物的特点是极易溶解和耐氧化，去烷基化和质子化，在化学和/或酶解水解之前。在化学和/或酶解水解时，这些化合物将“断裂”，从而根据以下通用方案释放其活性成分：##STR5##换句话说，标题化合物水解（化学或酶解）会根据上述反应方案释放三级胺或不饱和胺衍生物，醛，羧酸和氢卤酸（HX）。