2-phthalimidosulfenyltetronic acid | 596810-90-1

• 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: 2-phthalimidosulfenyltetronic acid
• 英文别名: 2-[(2,4-Dioxooxolan-3-yl)sulfanyl]-1H-isoindole-1,3(2H)-dione；2-(2,4-dioxooxolan-3-yl)sulfanylisoindole-1,3-dione
• CAS: 596810-90-1
• 化学式: C₁₂H₇NO₅S
• 分子量: 277.257
• InChiKey: VIMRUYXFCLDRFO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 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：

  2-O-acetyl-3,4,6-tri-O-benzyl-1,5-anhydro-D-arabino-hex-1-enitol 、 2-phthalimidosulfenyltetronic acid 在 2,6-二甲基吡啶 作用下， 以 氯仿 为溶剂， 以51%的产率得到Acetic acid (4aR,6R,7R,8S,8aR)-7,8-bis-benzyloxy-6-benzyloxymethyl-1-oxo-1,3,7,8-tetrahydro-6H-2,4,5-trioxa-9-thia-cyclopenta[b]naphthalen-8a-yl ester
  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：

  4-羟乙酰乙酸内酯 、 phthalimidesulfenyl chloride 以 四氢呋喃 为溶剂， 反应 0.58h， 以46%的产率得到2-phthalimidosulfenyltetronic acid
  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