3-(1,3-dioxoisoindolin-2-ylthio)-6-methyl-3,5,6-trihydro-2H-pyran-2,4-dione | 596810-88-7

• 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: 3-(1,3-dioxoisoindolin-2-ylthio)-6-methyl-3,5,6-trihydro-2H-pyran-2,4-dione
• 英文别名: 2-(6-Methyl-2,4-dioxooxan-3-yl)sulfanylisoindole-1,3-dione；2-(6-methyl-2,4-dioxooxan-3-yl)sulfanylisoindole-1,3-dione
• CAS: 596810-88-7
• 化学式: C₁₄H₁₁NO₅S
• 分子量: 305.311
• InChiKey: PCLUDRGLFCQIJT-UHFFFAOYSA-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：

  3-(1,3-dioxoisoindolin-2-ylthio)-6-methyl-3,5,6-trihydro-2H-pyran-2,4-dione 在 吡啶 、 W-2 Raney nickel 作用下， 以 乙醇 、 二氯甲烷 、 甲苯 、 苯 为溶剂， 反应 120.75h， 生成 (6S)-4-[3,4,6-tri-O-benzyl-2-deoxy-D-α-glucosyl]-6-methyl-5,6-dihydro-2H-pyran-2-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：

  6-methyltetrahydropyran-2,4-dione 、 phthalimidesulfenyl chloride 以 四氢呋喃 为溶剂， 反应 0.53h， 以46%的产率得到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

• 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.