4-(acetylsulfanylmethyl)-1,3-dioxolan-2-one | 97900-31-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机碳酸及其衍生物
• 英文名称: 4-(acetylsulfanylmethyl)-1,3-dioxolan-2-one
• 英文别名: 2-Oxo-1,3-dioxacyclopent-4-ylmethyl Thioacetate；S-[(2-oxo-1,3-dioxolan-4-yl)methyl] ethanethioate
• CAS: 97900-31-7
• 化学式: C₆H₈O₄S
• 分子量: 176.193
• InChiKey: LEXAKKGOHMCZKS-UHFFFAOYSA-N

物化性质

• 沸点：
  357.9±15.0 °C(Predicted)
• 密度：
  1.330±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  77.9
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  3-O-tosyl glycerol 1,2-carbonate 、 potassium thioacetate 以 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 以62%的产率得到4-(acetylsulfanylmethyl)-1,3-dioxolan-2-one
  参考文献：
  名称：

  Tosylated glycerol carbonate, a versatile bis-electrophile to access new functionalized glycidol derivatives

  摘要：

  The reactivity of tosylated glycerol carbonate 2 toward nucleophiles has been exploited to generate glycidol analogues protected with carbonate or carbamate groups. The activated glycerol 2 is a reasonable linking agent with thiol and alcohol nucleophiles and an excellent and selective one with primary amines, allowing efficient bis-functionalizations of glycerol. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.07.095

文献信息

• 2-Dioxacycloalkylthiopenem derivatives
  申请人：PFIZER INC.

  公开号：EP0138538A1

  公开（公告）日：1985-04-24

  Certain 2-dioxacycloalkylthio-2-penem-3-carboxylic acid compounds are useful as antibacterials for treating mammal and have the formula or a pharmaceutically acceptable salt thereof, wherein: Ris A is carbonyl, methylene or thiocarbonyl; B is alkylene having 2-5 carbon atoms; alk is alkylene having 1-6 carbon atoms; R1 is hydrogen or a group which results in an ester which is hydrolyzable in vivo; and n is zero or one.

  某些 2-二氧杂环烷基硫基-2-青霉烯-3-羧酸化合物可用作治疗哺乳动物的抗菌剂，其分子式为 或其药学上可接受的盐，其中式中 A 是羰基、亚甲基或硫代羰基； B 是具有 2-5 个碳原子的亚烷基 烷基是具有 1-6 个碳原子的亚烷基； R1 是氢或可形成在体内可水解的酯的基团；以及 n 是 0 或 1。
• US4614737A
  申请人：——

  公开号：US4614737A

  公开（公告）日：1986-09-30
• Tosylated glycerol carbonate, a versatile bis-electrophile to access new functionalized glycidol derivatives
  作者：Jolanta Rousseau、Cyril Rousseau、Benita Lynikaite˙、Algirdas Šačkus、Claudia de Leon、Patrick Rollin、Arnaud Tatibouët

  DOI：10.1016/j.tet.2009.07.095

  日期：2009.10

  The reactivity of tosylated glycerol carbonate 2 toward nucleophiles has been exploited to generate glycidol analogues protected with carbonate or carbamate groups. The activated glycerol 2 is a reasonable linking agent with thiol and alcohol nucleophiles and an excellent and selective one with primary amines, allowing efficient bis-functionalizations of glycerol. (C) 2009 Elsevier Ltd. All rights reserved.