(2R,3S,4S,4aR,7S,9aR)-3,4-Bis-benzyloxy-2-benzyloxymethyl-7-methyl-2,3,4a,7,8,9a-hexahydro-4H-1,6,9-trioxa-10-thia-anthracen-5-one | 177570-05-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (2R,3S,4S,4aR,7S,9aR)-3,4-Bis-benzyloxy-2-benzyloxymethyl-7-methyl-2,3,4a,7,8,9a-hexahydro-4H-1,6,9-trioxa-10-thia-anthracen-5-one
• 英文别名: (3R,5R,6S,7S,8R,13S)-13-methyl-6,7-bis(phenylmethoxy)-5-(phenylmethoxymethyl)-2,4,12-trioxa-9-thiatricyclo[8.4.0.03,8]tetradec-1(10)-en-11-one
• CAS: 177570-05-7
• 化学式: C₃₃H₃₄O₇S
• 分子量: 574.695
• InChiKey: XFVQGEZFZVOQPS-DGIBSWJUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  41
• 可旋转键数：
  10
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  97.8
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  (2R,3S,4S,4aR,7S,9aR)-3,4-Bis-benzyloxy-2-benzyloxymethyl-7-methyl-2,3,4a,7,8,9a-hexahydro-4H-1,6,9-trioxa-10-thia-anthracen-5-one 在 Raney-Ni W-2 作用下， 以 甲苯 、 苯 为溶剂， 以31%的产率得到(S)-4-((2R,4R,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-6-methyl-5,6-dihydro-pyran-2-one
  参考文献：
  名称：

  Capozzi, Giuseppe; Dios, Angeles; Franck, Richard W., Angewandte Chemie, 1996, vol. 108, # 7, p. 805 - 807

  摘要：

  DOI：
• 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 、 phthalimidesulfenyl chloride 作用下， 以 四氢呋喃 、 甲醇 、 氯仿 为溶剂， 反应 20.03h， 生成 (2R,3S,4S,4aR,7S,9aR)-3,4-Bis-benzyloxy-2-benzyloxymethyl-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

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.