2'-(benzyloxycarbonyl)benzyl (2,3,5-tri-O-benzoyl-β-D-galactofuranosyl)-(1->5)-2,3-di-O-benzoyl-6-O-benzyl-β-D-galactofuranoside | 1033706-59-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2'-(benzyloxycarbonyl)benzyl (2,3,5-tri-O-benzoyl-β-D-galactofuranosyl)-(1->5)-2,3-di-O-benzoyl-6-O-benzyl-β-D-galactofuranoside
• CAS: 1033706-59-0
• 化学式: C₆₉H₆₀O₁₈
• 分子量: 1177.22
• InChiKey: MFDDMSZRQDEOAB-JKZLWTCPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.73
• 重原子数：
  87.0
• 可旋转键数：
  25.0
• 环数：
  10.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  224.18
• 氢给体数：
  1.0
• 氢受体数：
  18.0

反应信息

• 作为反应物：
  描述：

  2'-(benzyloxycarbonyl)benzyl (2,3,5-tri-O-benzoyl-β-D-galactofuranosyl)-(1->5)-2,3-di-O-benzoyl-6-O-benzyl-β-D-galactofuranoside 、 2'-carboxybenzyl (2,3,5-tri-O-benzoyl-6-O-t-butyldimethylsilyl-β-D-galactofuranosyl)-(1->5)-2,3-di-O-benzoyl-6-O-benzyl-β-D-galactofuranoside 以27%的产率得到2'-(benzyloxycarbonyl)benzyl (2,3,5-tri-O-benzoyl-6-O-t-butyldimethylsilyl-β-D-galactofuranosyl)-(1->5)-(2,3-di-O-benzoyl-6-O-benzyl-β-D-galactofuranosyl)-(1->6)-(2,3,5-tri-O-benzoyl-β-D-galactofuranosyl)-(1->5)-2,3-di-O-benzoyl-6-O-benzyl-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 (2,3,5-tri-O-benzoyl-6-O-t-buthyldimethylsilyl-β-D-galactofuranosyl)-(1->5)-2,3-di-O-benzoyl-6-O-benzyl-β-D-galactofuranoside 在 吡啶 、 氢氟酸 、 水 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以88%的产率得到2'-(benzyloxycarbonyl)benzyl (2,3,5-tri-O-benzoyl-β-D-galactofuranosyl)-(1->5)-2,3-di-O-benzoyl-6-O-benzyl-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