methyl O-(2,4-di-O-benzoyl-3-deoxy-β-D-xylo-hexopyranosyl)-(1->6)-2,3,4-tri-O-benzoyl-β-D-galactopyranoside | 129199-11-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl O-(2,4-di-O-benzoyl-3-deoxy-β-D-xylo-hexopyranosyl)-(1->6)-2,3,4-tri-O-benzoyl-β-D-galactopyranoside
• 英文别名: [(2R,3R,5R,6R)-5-benzoyloxy-2-(hydroxymethyl)-6-[[(2R,3S,4S,5R,6R)-3,4,5-tribenzoyloxy-6-methoxyoxan-2-yl]methoxy]oxan-3-yl] benzoate
• CAS: 129199-11-7
• 化学式: C₄₈H₄₄O₁₅
• 分子量: 860.868
• InChiKey: NSLZOFZYWQOFME-XJOOLPEISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.61
• 重原子数：
  63.0
• 可旋转键数：
  15.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  188.65
• 氢给体数：
  1.0
• 氢受体数：
  15.0

反应信息

• 作为反应物：
  描述：

  2,3,4,6-tetra-O-benzoyl-α-D-galactopyranosyl bromide 、 methyl O-(2,4-di-O-benzoyl-3-deoxy-β-D-xylo-hexopyranosyl)-(1->6)-2,3,4-tri-O-benzoyl-β-D-galactopyranoside 在 2,4,6-三甲基吡啶 、 silver trifluoromethanesulfonate 作用下， 以 二氯甲烷 为溶剂， 反应 0.25h， 以93%的产率得到methyl O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-(1->6)-O-(2,4-di-O-benzoyl-3-deoxy-β-D-xylo-hexopyranosyl)-(1->6)-2,3,4-tri-O-benzoyl-β-D-galactopyranoside
  参考文献：
  名称：

  Synthesis of a series of methyl β-glycosides of (1→6)-β-d-galacto-oligosaccharides having one residue deoxygenated at position 3

  摘要：

  Methyl beta-glycosides of beta-(1----6)-linked D-galactobioses (13 and 16) and -galactotrioses (21, 24, and 26) containing a 3-deoxy-beta-D-xylo-hexopyranosyl moiety either as one of the end units or the internal unit have been synthesized. The extension of the oligosaccharide chain was achieved, inter alia, by the use of two newly synthesized glycosyl donors derived from 3-deoxy-D-xylo-hexopyranose, namely, 2,4,6-tri-O-benzoyl-3-deoxy-a-D-xylo-hexopyranosyl chloride (8) and 2,4-di-O-benzoyl-6-O-bromoacetyl-3-deoxy-a-D-xylo-hexopyranosyl chloride (10). Glycosylation reactions were mediated by silver triflate under base-deficient conditions.

  DOI：

  10.1016/0008-6215(90)84226-k
• 作为产物：
  描述：

  methyl 2,4-di-O-benzoyl-3-deoxy-β-D-xylo-hexopyranoside 在 2,4,6-三甲基吡啶 、 1,1-二氯甲醚 、 silver trifluoromethanesulfonate 、 硫脲 、 1,1,3,3-四甲基脲 、 zinc(II) chloride 作用下， 以 甲醇 、 二氯甲烷 、 氯仿 为溶剂， 反应 4.83h， 生成 methyl O-(2,4-di-O-benzoyl-3-deoxy-β-D-xylo-hexopyranosyl)-(1->6)-2,3,4-tri-O-benzoyl-β-D-galactopyranoside
  参考文献：
  名称：

  Synthesis of a series of methyl β-glycosides of (1→6)-β-d-galacto-oligosaccharides having one residue deoxygenated at position 3

  摘要：

  Methyl beta-glycosides of beta-(1----6)-linked D-galactobioses (13 and 16) and -galactotrioses (21, 24, and 26) containing a 3-deoxy-beta-D-xylo-hexopyranosyl moiety either as one of the end units or the internal unit have been synthesized. The extension of the oligosaccharide chain was achieved, inter alia, by the use of two newly synthesized glycosyl donors derived from 3-deoxy-D-xylo-hexopyranose, namely, 2,4,6-tri-O-benzoyl-3-deoxy-a-D-xylo-hexopyranosyl chloride (8) and 2,4-di-O-benzoyl-6-O-bromoacetyl-3-deoxy-a-D-xylo-hexopyranosyl chloride (10). Glycosylation reactions were mediated by silver triflate under base-deficient conditions.

  DOI：

  10.1016/0008-6215(90)84226-k

文献信息

• KOVAC, PAVOL;EDGAR, KEVIN J., CARBOHYDR. RES., 201,(1990) N, C. 79-93
  作者：KOVAC, PAVOL、EDGAR, KEVIN J.

  DOI：——

  日期：——