cyclo-[5-(6-O-benzyl-β-D-galactofuranosyl)-(1->6)-(β-D-galactofuranosyl)-1->]3 | 1033706-83-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: cyclo-[5-(6-O-benzyl-β-D-galactofuranosyl)-(1->6)-(β-D-galactofuranosyl)-1->]3
• CAS: 1033706-83-0
• 化学式: C₅₇H₇₈O₃₀
• 分子量: 1243.23
• InChiKey: NRVLVRKTNLYONN-RVGQRXNXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -6.38
• 重原子数：
  87.0
• 可旋转键数：
  12.0
• 环数：
  10.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  441.9
• 氢给体数：
  15.0
• 氢受体数：
  30.0

反应信息

• 作为反应物：
  描述：

  cyclo-[5-(6-O-benzyl-β-D-galactofuranosyl)-(1->6)-(β-D-galactofuranosyl)-1->]3 在 10% Pd on charcoal 、 氢气 作用下， 以 甲醇 、 乙酸乙酯 为溶剂， 反应 24.0h， 以49%的产率得到cyclo-[5-(β-D-galactofuranosyl)-(1->6)-(β-D-galactofuranosyl)-1->]3
  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：

  cyclo-[5-(2,3-di-O-benzoyl-6-O-benzyl-β-D-galactofuranosyl)-(1->6)-(2,3,5-tri-O-benzoyl-β-D-galactofuranosyl)-1->]3 在 sodium methylate 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 2.0h， 以69%的产率得到cyclo-[5-(6-O-benzyl-β-D-galactofuranosyl)-(1->6)-(β-D-galactofuranosyl)-1->]3
  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