(3S)-3-(1',3'-dioxoisoindolin-2'-ylthio)-6-methyl-3,5,6-trihydro-2H-pyran-2,4-dione | 596810-89-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: (3S)-3-(1',3'-dioxoisoindolin-2'-ylthio)-6-methyl-3,5,6-trihydro-2H-pyran-2,4-dione
• 英文别名: 2-[(6S)-6-methyl-2,4-dioxooxan-3-yl]sulfanylisoindole-1,3-dione
• CAS: 596810-89-8
• 化学式: C₁₄H₁₁NO₅S
• 分子量: 305.311
• InChiKey: PCLUDRGLFCQIJT-RGENBBCFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  106
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (3S)-3-(1',3'-dioxoisoindolin-2'-ylthio)-6-methyl-3,5,6-trihydro-2H-pyran-2,4-dione 在 2,6-二甲基吡啶 、 diclazuril 作用下， 以 氘代氯仿 、 氯仿 为溶剂， 反应 216.0h， 生成 (2R,3S,4S,4aR,7S,9aR)-3,4-Dihydroxy-2-hydroxymethyl-7-methyl-2,3,4a,7,8,9a-hexahydro-4H-1,6,9-trioxa-10-thia-anthracen-5-one
  参考文献：
  名称：

  The cycloaddition way to novel deoxy disaccharide analogs

  摘要：

  A novel heterocycloaddition merges 2-thiono-3-ketolactones with carbohydrate glycals to afford materials which resemble disaccharides with an O-glycosidic linkage at the anomeric center and a thioether linking both C-2 and C-2', thus creating a third heterocyclic ring. Upon desulfurization, these novel cycloadducts afford materials which are models for 2-deoxydisaccharides. Studies with two keto lactones and seven glycals are described. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(03)00654-9
• 作为产物：
  描述：

  5-((3S)-1,3-dihydroxybutylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione 以 四氢呋喃 、 甲醇 为溶剂， 反应 3.03h， 生成 (3S)-3-(1',3'-dioxoisoindolin-2'-ylthio)-6-methyl-3,5,6-trihydro-2H-pyran-2,4-dione
  参考文献：
  名称：

  The cycloaddition way to novel deoxy disaccharide analogs

  摘要：

  A novel heterocycloaddition merges 2-thiono-3-ketolactones with carbohydrate glycals to afford materials which resemble disaccharides with an O-glycosidic linkage at the anomeric center and a thioether linking both C-2 and C-2', thus creating a third heterocyclic ring. Upon desulfurization, these novel cycloadducts afford materials which are models for 2-deoxydisaccharides. Studies with two keto lactones and seven glycals are described. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(03)00654-9

文献信息

• Capozzi, Giuseppe; Dios, Angeles; Franck, Richard W., Angewandte Chemie, 1996, vol. 108, # 7, p. 805 - 807
  作者：Capozzi, Giuseppe、Dios, Angeles、Franck, Richard W.、Geer, Aloma、Marzabadi, Cecilia、et al.

  DOI：——

  日期：——
• The cycloaddition way to novel deoxy disaccharide analogs
  作者：Maria M. Tamarez、Richard W. Franck、Aloma Geer

  DOI：10.1016/s0040-4020(03)00654-9

  日期：2003.6

  A novel heterocycloaddition merges 2-thiono-3-ketolactones with carbohydrate glycals to afford materials which resemble disaccharides with an O-glycosidic linkage at the anomeric center and a thioether linking both C-2 and C-2', thus creating a third heterocyclic ring. Upon desulfurization, these novel cycloadducts afford materials which are models for 2-deoxydisaccharides. Studies with two keto lactones and seven glycals are described. (C) 2003 Elsevier Science Ltd. All rights reserved.