(4R,5R)-4-methyl-5-phenyl-[1,3,2]dioxathiolane 2-oxide | 183184-05-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (4R,5R)-4-methyl-5-phenyl-[1,3,2]dioxathiolane 2-oxide
• 英文别名: (4R,5R)-4-methyl-5-phenyl-1,3,2-dioxathiolane 2-oxide
• CAS: 183184-05-6
• 化学式: C₉H₁₀O₃S
• 分子量: 198.243
• InChiKey: HSQMOJGDXVLKHC-GIKZESLGSA-N

物化性质

• 沸点：
  308.1±31.0 °C(Predicted)
• 密度：
  1.36±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  54.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  丁二酰亚胺 、 (4R,5R)-4-methyl-5-phenyl-[1,3,2]dioxathiolane 2-oxide 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以67%的产率得到1-((1S,2R)-2-hydroxy-1-phenylpropyl)pyrrolidine-2,5-dione
  参考文献：
  名称：

  Nucleophilic Ring Opening of Cyclic 1,2-Sulfites with Nitrogen Nucleophiles. A Route to Enantiopure Benzylic Amino Alcohols.

  摘要：

  The reaction between cyclic 1,2-sulfites and two imide and two sulfonamide nucleophiles has been Investigated in order to develop a procedure for the enantioselective preparation of N-protected vicinal amino alcohols. The results show that both imide and sulfonamide anions react with cyclic sulfites, yielding the desired products. In some cases the regioselectivities are low, and for the sulfonamides products originating from nucleophilic addition to the sulfite sulfur are observed.

  DOI：

  10.3891/acta.chem.scand.52-1060
• 作为产物：
  描述：

  (1R,2R)-1-phenylpropane-1,2-diol 在 氯化亚砜 作用下， 以82%的产率得到(4R,5R)-4-methyl-5-phenyl-[1,3,2]dioxathiolane 2-oxide
  参考文献：
  名称：

  Nucleophilic Reactions between Cyclic 1,2-Sulfites and Chloride Ions.

  摘要：

  When cyclic 1,2-sulfites are ring opened by chloride ion, the chlorohydrins are formed with low regio and stereo-selectivity. The mechanisms involved in the process were investigated by measuring the stereochemical outcome of the reactions. The results showed that reversible inversion pathways (S(N)2 reactions) and a retention pathway (S(N)2i reaction) gave rise to the loss in ee in both the chlorohydrins and in the cyclic 1,2-sulfites.

  DOI：

  10.3891/acta.chem.scand.50-0832

文献信息

• BICYCLIC ACETYL-COA CARBOXYLASE INHIBITORS AND USES THEREOF
  申请人：BARNES David Weninger

  公开号：US20120028969A1

  公开（公告）日：2012-02-02

  The present invention provides compounds of formula (I); or pharmaceutically acceptable salts thereof, wherein the variables are defined as herein. The present invention provides a method for manufacturing the compounds of formula (I), their therapeutic uses, combinations with other of pharmacologically active agents, and a pharmaceutical compositions.

  本发明提供了式(I)的化合物；或其药学上可接受的盐，其中变量如本文所定义。本发明提供了一种制造式(I)化合物的方法，它们的治疗用途，与其他药理活性剂的组合，以及药物组成。
• CYCLOHEXANE DERIVATIVES AND USES THEREOF
  申请人：BARNES David

  公开号：US20110136735A1

  公开（公告）日：2011-06-09

  The present invention provides a compound of formula I; a method for manufacturing the compounds of the invention, and its therapeutic uses. The present invention further provides a combination of pharmacologically active agents and a pharmaceutical composition.

  本发明提供了一种I式化合物；一种制造本发明化合物的方法及其治疗用途。本发明还提供了一种药理活性剂的组合和制药组合物。
• Nucleophilic Reactions between Cyclic 1,2-Sulfites and Chloride Ions.
  作者：Kirsten Nymann、Linda Jensen、John S. Svendsen、T. Anthonsen、Ryszard Gawinecki、Günter Häfelinger、Muhammed Nour Homsi、Frank K. H. Kuske、Monika Haugg、Nathalie Trabesinger-Rüf、Elmar G. Weinhold

  DOI：10.3891/acta.chem.scand.50-0832

  日期：——

  When cyclic 1,2-sulfites are ring opened by chloride ion, the chlorohydrins are formed with low regio and stereo-selectivity. The mechanisms involved in the process were investigated by measuring the stereochemical outcome of the reactions. The results showed that reversible inversion pathways (S(N)2 reactions) and a retention pathway (S(N)2i reaction) gave rise to the loss in ee in both the chlorohydrins and in the cyclic 1,2-sulfites.
• Reaction of 1,2-Cyclic Sulfites with Some Soft Nucleophiles. Formation of Enantiomerically Pure gamma-Lactones.
  作者：Kirsten Nymann、John S. Svendsen、Eli Ranes、Jaroslav Riha、Eugen Mesaros、Alin Mihis、Inger Søtofte、Bengt Långström

  DOI：10.3891/acta.chem.scand.52-0338

  日期：——

  The reaction between 1,2-cyclic sulfites and soft carbon centered nucleophiles has been investigated. For monosubstituted cyclic sulfites, the main products were gamma-lactones or acetoxy esters. For 1,2-disubstituted cyclic sulfites. cyclopropanes. carbonate and dioxolanes were the main products, A mechanistic rationale for the product formation is presented.
• CYCLOHEXANE DERIVATIVES AS INHIBITORS OF ACETYL-COA CARBOXYLASE (ACC)
  申请人：Novartis AG

  公开号：EP2507210B1

  公开（公告）日：2015-04-08