(6S,12S,17S,18S,1R,10R)-18-hydroxy-6,15,15-trimethyl-5,9,11,14,16-pentaoxa-2-thiatetracyclo[8.8.0.0<3,8>.0<12,17>]octadec-3-en-4-one | 596810-94-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氧吡喃
• 英文名称: (6S,12S,17S,18S,1R,10R)-18-hydroxy-6,15,15-trimethyl-5,9,11,14,16-pentaoxa-2-thiatetracyclo[8.8.0.0<3,8>.0<12,17>]octadec-3-en-4-one
• CAS: 596810-94-5
• 化学式: C₁₅H₂₀O₇S
• 分子量: 344.386
• InChiKey: GFFKRLHELGBXFU-RPQRNRRKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  23.0
• 可旋转键数：
  0.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  83.45
• 氢给体数：
  1.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  (6S,12S,17S,18S,1R,10R)-18-hydroxy-6,15,15-trimethyl-5,9,11,14,16-pentaoxa-2-thiatetracyclo[8.8.0.0<3,8>.0<12,17>]octadec-3-en-4-one 在 diclazuril 作用下， 以 氘代氯仿 为溶剂， 反应 72.0h， 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 在 2,6-二甲基吡啶 作用下， 以 四氢呋喃 、 甲醇 、 氯仿 为溶剂， 反应 147.03h， 生成 (6S,12S,17S,18S,1R,10R)-18-hydroxy-6,15,15-trimethyl-5,9,11,14,16-pentaoxa-2-thiatetracyclo[8.8.0.0<3,8>.0<12,17>]octadec-3-en-4-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