3-methyl-2-oxo-1,4-thiazane | 69226-20-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻嗪类
• 英文名称: 3-methyl-2-oxo-1,4-thiazane
• 英文别名: 2-Methyl-3-oxo-thiomorpholin；3-Oxo-2-methyl-thiomorpholin；2-methyl-thiomorpholin-3-one；2-Methyl-thiomorpholin-3-on；2-Methylthiomorpholin-3-one
• CAS: 69226-20-6
• 化学式: C₅H₉NOS
• mdl: MFCD01680322
• 分子量: 131.199
• InChiKey: JFQNETYDIXLTTR-UHFFFAOYSA-N

物化性质

• 熔点：
  78-79 °C
• 沸点：
  328.1±35.0 °C(Predicted)
• 密度：
  1.107±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  8
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  54.4
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2934999090

反应信息

• 作为反应物：
  描述：

  3-methyl-2-oxo-1,4-thiazane 在 diphosphorus pentasulfide 、 盐酸羟胺 、 碳酸氢钠 作用下， 以 1,4-二氧六环 、 甲醇 为溶剂， 生成 [(6-methyl-3,6-dihydro-2H-1,4-thiazin-5-yl)amino] N-methylcarbamate
  参考文献：
  名称：

  Syntheses and stereochemistry of amidoximes

  摘要：

  DOI：

  10.1021/jo01309a026
• 作为产物：
  描述：

  乙烯亚胺 、 2-巯基丙酸乙酯 生成 3-methyl-2-oxo-1,4-thiazane
  参考文献：
  名称：

  推荐的3-硫代甲酮。

  摘要：

  DOI：

  10.1021/jm00338a012

文献信息

• ENANTIOSELECTIVE SYNTHESIS OF DIALKYLATED N,O-HETEROCYCLES BY PALLADIUM-CATALYZED ALLYLIC ALKYLATION
  申请人：Stoltz Brian M.

  公开号：US20160096810A1

  公开（公告）日：2016-04-07

  This invention provides enantioenriched N,O-heterocyclic compounds with quaternary stereogenic centers and novel methods of preparing the compounds. Methods include the method for the preparation of a compound of formula (I): comprising treating a compound of formula (II): with a transition metal catalyst under alkylation conditions.

  这项发明提供了含有季碳立体中心的手性富集的N,O-杂环化合物以及制备这些化合物的新方法。方法包括制备式(I)化合物的方法：将式(II)化合物在烷基化条件下与过渡金属催化剂处理。
• Realizing the Trifunctional Potential of Alkyl 4-Chloro-2-diazo-3-oxobutanoates: Convenient Assembly of 6,7-Dihydro-4H-[1,2,3]triazolo[5,1-c][1,4]thiazine Core
  作者：Dmitry Dar’in、Olesya Khoroshilova、Grigory Kantin、Mikhail Krasavin

  DOI：10.1055/s-0039-1690802

  日期：2020.4

  The first example of exploiting the trifunctional character of alkyl 4-chloro-2-diazo-3-oxobutanoates in the reactions with vicinal N,S-bis-nucleophiles leading to the formation of bicyclic 6,7-dihydro-4H-[1,2,3]triazolo[5,1-c][1,4]thiazines is presented. The key to the successful realization of the atom-economical synthetic strategy is the initial S N 2 event, which facilitates the subsequent domino 1,2,3-triazole formation via the Wolff reaction. Equally important is the choice of sodium acetate as the base: acetic acid formed in the course of the initial nucleophilic substitution acts as an efficient catalyst for the Wolff reaction, which suppresses the competing, unwanted fragmentation path (observed when other bases are used).

  利用烷基4-氯-2-重氮-3-氧基丁酸酯的三功能性质与邻位N、S-双亲核的反应，导致形成双环6,7-二氢-4H-[1,2,3]三唑并[5,1-c][1,4]噻唑烷的第一个例子呈现。成功实现原子经济合成策略的关键在于初始的S N 2事件，它促进了随后的多米诺1,2,3-三唑形成，通过沃尔夫反应。同样重要的是选择乙酸钠作为碱：在初始亲核取代过程中形成的乙酸作为沃尔夫反应的高效催化剂，抑制了竞争的、不受欢迎的裂解途径（当使用其他碱时观察到）。
• Humectant compositions containing thiamorpholinone or a derivative
  申请人：L'Oreal

  公开号：US04539320A1

  公开（公告）日：1985-09-03

  A composition for topical application to the skin comprises, in an appropriate cosmetic vehicle, as an active agent, a compound of the formula ##STR1## wherein, R.sub.1 and R.sub.2 represent hydrogen or lower alkyl; R.sub.3 represents hydrogen, alkyl containing 1-4 carbon atoms, mono- or polyhydroxyalkyl having 2-16 carbon atoms, carbamylalkyl, carboxyalkyl or alkoxycarbonylalkyl; R.sub.4 represents hydrogen or --COOR.sub.5 represents hydrogen, alkyl having 1-18 carbon atoms optionally interrupted by one or more hetero atoms, or mono- or polyhydroxyalkyl having 2-18 carbon atoms; and n is 0 or 1. This composition improves the elasticity and suppleness of the skin.

  一种用于皮肤局部应用的组合物，包括适当的化妆品载体和作为活性剂的公式化合物##STR1##其中，R.sub.1和R.sub.2代表氢或低碳基；R.sub.3代表氢，含1-4个碳原子的烷基，2-16个碳原子的单糖或多糖基烷基，氨基甲酸烷基，羧基烷基或烷氧羰基烷基；R.sub.4代表氢或--COOR.sub.5代表氢，含1-18个碳原子的烷基，可选地由一个或多个杂原子中断，或含2-18个碳原子的单糖或多糖基烷基；n为0或1。该组合物可改善皮肤的弹性和柔软度。
• US2755278
  申请人：——

  公开号：——

  公开（公告）日：——
• Enantioselective Synthesis of Dialkylated <i>N</i>-Heterocycles by Palladium-Catalyzed Allylic Alkylation
  作者：Yoshitaka Numajiri、Gonzalo Jiménez-Osés、Bo Wang、K. N. Houk、Brian M. Stoltz

  DOI：10.1021/ol503425t

  日期：2015.3.6

  The enantioselective synthesis of alpha-disubstituted N-heterocyclic carbonyl compounds has been accomplished using palladium-catalyzed allylic alkylation. These catalytic conditions enable access to various heterocycles, such as morpholinone, thiomorpholinone, oxazolidin-4-one, 1,2-oxazepan-3-one, 1,3-oxazinan-4-one, and structurally related lactams, all bearing fully substituted alpha-positions. Broad functional group tolerance was explored at the alpha-position in the morpholinone series. We demonstrate the utility of this method by performing various transformations on our useful products to readily access a number of enantioenriched compounds.