(2R,3R,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 | 177496-50-3

• 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,3R,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,6R,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: 177496-50-3
• 化学式: C₃₃H₃₄O₇S
• 分子量: 574.695
• InChiKey: XFVQGEZFZVOQPS-XNZWUUEFSA-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,3R,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 W-2 Raney nickel 作用下， 以 乙醇 、 甲苯 、 苯 为溶剂， 反应 0.75h， 以57%的产率得到(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 在 吡啶 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 120.53h， 生成 (2R,3R,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：——