2'-(benzyloxycarbonyl)benzyl 6-O-t-butyldimethylsilyl-β-D-galactofuranoside | 1033706-49-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2'-(benzyloxycarbonyl)benzyl 6-O-t-butyldimethylsilyl-β-D-galactofuranoside
• CAS: 1033706-49-8
• 化学式: C₂₇H₃₈O₈Si
• 分子量: 518.679
• InChiKey: XSPPGVCIUMWJMT-FYAAGUIMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.39
• 重原子数：
  36.0
• 可旋转键数：
  10.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  114.68
• 氢给体数：
  3.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  2'-(benzyloxycarbonyl)benzyl 6-O-t-butyldimethylsilyl-β-D-galactofuranoside 、 苯甲酰氯 在 吡啶 、 4-二甲氨基吡啶 作用下， 反应 0.5h， 以97%的产率得到2'-(benzyloxycarbonyl)benzyl 2,3,5-tri-O-benzoyl-6-O-t-butyldimethylsilyl-β-D-galactofuranoside
  参考文献：
  名称：

  Chemical Synthesis of Cyclic Galactooligofuranosides Isolated from Enzymatic Degradation Products of Cell Wall Arabinogalactan of Mycobacterium tuberculosis

  摘要：

  Synthesis of cyclic tetra-, hexa- and octasaccharides containing alternating (1 -> 5)-,beta- and (1 -> 6)-beta-galactofuranosyl linkages has been achieved by intramolecular cycloglycosylation of corresponding linear sugars and by cyclooligomerization of 1,6-linked and 1,5-linked disaccharides. In particular,cyclooligornerization of the (1 -> 6)-beta-galactofuranosyl disaccharide provides an efficient way to secure all three cyclic sugars in one operation.

  DOI：

  10.1021/ol800530u
• 作为产物：
  描述：

  2'-(benzyloxycarbonyl)benzyl β-D-galactofuranoside 、 叔丁基二甲基氯硅烷 在 咪唑 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 以87%的产率得到2'-(benzyloxycarbonyl)benzyl 6-O-t-butyldimethylsilyl-β-D-galactofuranoside
  参考文献：
  名称：

  Chemical Synthesis of Cyclic Galactooligofuranosides Isolated from Enzymatic Degradation Products of Cell Wall Arabinogalactan of Mycobacterium tuberculosis

  摘要：

  Synthesis of cyclic tetra-, hexa- and octasaccharides containing alternating (1 -> 5)-,beta- and (1 -> 6)-beta-galactofuranosyl linkages has been achieved by intramolecular cycloglycosylation of corresponding linear sugars and by cyclooligomerization of 1,6-linked and 1,5-linked disaccharides. In particular,cyclooligornerization of the (1 -> 6)-beta-galactofuranosyl disaccharide provides an efficient way to secure all three cyclic sugars in one operation.

  DOI：

  10.1021/ol800530u