S-methyl-O-methyl monothiocarbonate | 38103-95-6

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫代缩醛
• 英文名称: S-methyl-O-methyl monothiocarbonate
• 英文别名: O-Methyl S-Methyl thiocarbonate；O,S-dimethyl monothiocarbonate；Dimethyl monothiolcarbonate；O,S-dimethyl thiocarbonate；methyl methylxanthate；thiocarbonic acid O,S-dimethyl ester；Methyl 2-thiapropanoate；methyl methylsulfanylformate
• CAS: 38103-95-6
• 化学式: C₃H₆O₂S
• 分子量: 106.145
• InChiKey: MOVUTWRMIZDVBK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 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：
  51.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  S-methyl-O-methyl monothiocarbonate 在 氯 作用下， 以 正己烷 为溶剂， 生成 methyldichlorosulfonium(IV) chloride
  参考文献：
  名称：

  三氯化甲基硫的离子性质

  摘要：

  摘要 报告了甲基二氯锍 (IV) 氯化物 CH 3 SCl 2 + Cl - 的拉曼光谱。CH 3 SCl 2 + 阳离子的明确振动分配是在高级量子化学计算和正态模式分析辅助下的固态拉曼光谱的基础上进行的。实际上，之前报道的三氯化甲基硫CH 3 SCl 3 现在可以描述为CH 3 SCl 2 + Cl - 。

  DOI：

  10.1016/j.inoche.2012.09.027
• 作为产物：
  描述：

  Dimethyl monothionocarbonate 生成 S-methyl-O-methyl monothiocarbonate
  参考文献：
  名称：

  Egsgaard, Helge; Suelzle, Detlev; Schwarz, Helmut, Chemische Berichte, 1991, vol. 124, # 5, p. 1265 - 1270

  摘要：

  DOI：

文献信息

• Identification and biosynthesis of tropone derivatives and sulfur volatiles produced by bacteria of the marine Roseobacter clade
  作者：Verena Thiel、Thorsten Brinkhoff、Jeroen S. Dickschat、Susanne Wickel、Jörg Grunenberg、Irene Wagner-Döbler、Meinhard Simon、Stefan Schulz

  DOI：10.1039/b909133e

  日期：——

  Bacteria of the Roseobacter clade are abundant marine bacteria and are important contributors to the global sulfur cycle. The volatiles produced by two of its members, Phaeobacter gallaeciensis and Oceanibulbus indolifex, were analyzed to investigate whether the released compounds are derived from sulfur metabolism, and which biosynthetic pathways are involved in their formation. Both bacteria emitted different sulfides and thioesters, including new natural compounds such as S-methyl phenylethanethioate (16) and butyl methanesulfonate (21). The S-methyl alkanoates were identified by comparison with standards that were synthesized from the respective methyl alkanoates by a new method using an easily prepared aluminium/sulfur reagent. Phaeobacter gallaeciensis is also able to produce tropone (37) in large amounts. Its biosynthesis was investigated by various feeding experiments, showing that 37 is formed via a deviation of the phenylacetate catabolism. The unstable tropone hydrate 42 was identified as an intermediate of the tropone biosynthesis that was also released together with tropolone (38).

  Roseobacter 支系的细菌是丰富的海洋细菌，是全球硫循环的重要贡献者。研究人员分析了其中两个成员 Phaeobacter gallaeciensis 和 Oceanibulbus indolifex 产生的挥发性物质，以研究释放的化合物是否来自硫代谢，以及形成这些化合物的生物合成途径。两种细菌都释放出不同的硫化物和硫代酯，包括新的天然化合物，如 S-甲基苯硫酸盐（16）和甲基磺酸丁酯（21）。这些 S-甲基烷酸酯是通过与标准品进行比较而鉴定出来的，标准品是通过使用一种易于制备的铝/硫试剂的新方法从相应的甲基烷酸酯中合成的。加拉埃希氏芽孢杆菌也能大量生产托品酮（37）。通过各种喂养实验对其生物合成进行了研究，结果表明 37 是通过苯乙酸分解代谢的偏差形成的。不稳定的托品酮水合物 42 被确定为托品酮生物合成的中间产物，它也会与托品酮一起释放出来（38）。
• Toward an Intimate Understanding of the Structural Properties and Conformational Preference of Oxoesters and Thioesters:  Gas and Crystal Structure and Conformational Analysis of Dimethyl Monothiocarbonate, CH₃OC(O)SCH₃
  作者：Mauricio F. Erben、Roland Boese、Carlos O. Della Védova、Heinz Oberhammer、Helge Willner

  DOI：10.1021/jo052026k

  日期：2006.1.1

  203(4) Å, C(sp2)O = 1.335(5) Å, C(sp3)O = 1.437(5) Å, C(sp2)S = 1.763(5) Å, and C(sp3)S = 1.803(5) Å; OCO = 125.9(8)°, OCS = 125.7(7)°, OCS = 108.4(9)°, and COC = 113.4(15)°. The structure of a single crystal, grown by a miniature zone-melting procedure, was determined by X-ray diffraction analysis at a low temperature. The crystalline solid [monoclinic, P21/n, a = 12.6409(9) Å, b = 4.1678(3) Å, and

  通过气相电子衍射（GED）和振动光谱研究了气相中的硫代碳酸二甲酯（CH 3 OC（O）SCH 3）的分子结构和构象性质，通过X射线晶体学研究了其在固态下的分子结构和构象性质。实验研究得到了量子化学计算的补充，近似为B3LYP / 6-311 ++ G（3df，2p）和MP2 / 6-311 ++ G（2df，p）。气态分子仅表现出一种具有C s对称性的构象，其中C S和C O单键相对于C O双键的面朝上。以下骨骼几何参数来自GED分析（r hl具有3σ不确定性的值）：C O = 1.203（4）Å，C（sp 2）O = 1.335（5）Å，C（sp 3）O = 1.437（5）Å，C（sp 2）S = 1.763（ 5），并且C（sp 3）S = 1.803（5）Å；O C O = 125.9（8）°，O C S = 125.7（7）°，O C S = 108.4（9）°和C O C = 113
• Five-Membered Heteroaryl-Fused Imidazole Compound And Application Thereof
  申请人：SCIWIND BIOSCIENCES CO., LTD

  公开号：US20220135588A1

  公开（公告）日：2022-05-05

  A novel five-membered heteroaromatic imidazole compound and use thereof is disclosed herein. Specifically, disclosed is a compound as shown in formula (III) or a pharmaceutically acceptable salt thereof. Also disclosed is a method for treating a disease related to GLP-1 receptor such as type II diabetes.

  本文披露了一种新型的五元杂环咪唑化合物及其使用。具体而言，披露了一种如公式（III）所示的化合物或其药学上可接受的盐。同时，还披露了一种用于治疗与GLP-1受体相关的疾病，如2型糖尿病的方法。
• A general strategy for elaboration of the dithiocarbonyl functionality, -(C:O)SS-: application to the synthesis of bis(chlorocarbonyl)disulfane and related derivatives of thiocarbonic acids
  作者：George Barany、Alayne L. Schroll、Andrew W. Mott、David A. Halsrud

  DOI：10.1021/jo00172a056

  日期：1983.12
• Delepine, Bulletin de la Societe Chimique de France, 1910, vol. <4>7, p. 722
  作者：Delepine

  DOI：——

  日期：——