methyl 4,6-O-benzylidene-2-O-(prop-2-ynyl)-3-O-(2-naphthylmethyl)-β-D-mannopyranosyl-(1->3)-4,6-O-benzylidene-2-O-(prop-2-ynyl)-β-D-mannopyranosyl-(1->3)-4,6-benzylidene-2-O-(prop-2-ynyl)-β-D-mannopyranoside | 951025-13-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl 4,6-O-benzylidene-2-O-(prop-2-ynyl)-3-O-(2-naphthylmethyl)-β-D-mannopyranosyl-(1->3)-4,6-O-benzylidene-2-O-(prop-2-ynyl)-β-D-mannopyranosyl-(1->3)-4,6-benzylidene-2-O-(prop-2-ynyl)-β-D-mannopyranoside
• 英文别名: (2R,4aR,6S,7S,8S,8aR)-6-[[(2R,4aR,6R,7S,8S,8aR)-6-methoxy-2-phenyl-7-prop-2-ynoxy-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxin-8-yl]oxy]-8-[[(2R,4aR,6S,7S,8S,8aR)-8-(naphthalen-2-ylmethoxy)-2-phenyl-7-prop-2-ynoxy-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxin-6-yl]oxy]-2-phenyl-7-prop-2-ynoxy-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxine
• CAS: 951025-13-1
• 化学式: C₆₀H₆₀O₁₆
• 分子量: 1037.13
• InChiKey: CYOZAVFJRLXFEJ-HJSDEXBYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  76
• 可旋转键数：
  17
• 环数：
  11.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  148
• 氢给体数：
  0
• 氢受体数：
  16

反应信息

• 作为反应物：
  描述：

  methyl 4,6-O-benzylidene-2-O-(prop-2-ynyl)-3-O-(2-naphthylmethyl)-β-D-mannopyranosyl-(1->3)-4,6-O-benzylidene-2-O-(prop-2-ynyl)-β-D-mannopyranosyl-(1->3)-4,6-benzylidene-2-O-(prop-2-ynyl)-β-D-mannopyranoside 在 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 3.0h， 以81%的产率得到methyl 4,6-O-benzylidene-2-O-(prop-2-ynyl)-β-D-mannopyranosyl-(1->3)-4,6-O-benzylidene-2-O-(prop-2-ynyl)-β-D-mannopyranosyl-(1->3)-4,6-benzylidene-2-O-(prop-2-ynyl)-β-D-mannopyranoside
  参考文献：
  名称：

  Convergent Synthesis of a β-(1→3)-Mannohexaose

  摘要：

  An as yet unknown beta-(1 -> 3)-mannohexaose has been synthesized by a block route involving the coupling of two trisaccharides. Comparison of three closely related attempted mannohexaose syntheses reinforces the influence of subtle matching and/or mismatching interactions on the outcome of convergent oligosaccharide synthesis.

  DOI：

  10.1021/jo071009n
• 作为产物：
  描述：

  methyl 4,6-O-benzylidene-3-O-(2-naphthylmethyl)-2-O-(prop-2-ynyl)-β-D-mannopyranoside 在 三氟甲磺酸酐 、 sulfobromophthalein sodium 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 二氯甲烷 为溶剂， 反应 5.5h， 生成 methyl 4,6-O-benzylidene-2-O-(prop-2-ynyl)-3-O-(2-naphthylmethyl)-β-D-mannopyranosyl-(1->3)-4,6-O-benzylidene-2-O-(prop-2-ynyl)-β-D-mannopyranosyl-(1->3)-4,6-benzylidene-2-O-(prop-2-ynyl)-β-D-mannopyranoside
  参考文献：
  名称：

  Convergent Synthesis of a β-(1→3)-Mannohexaose

  摘要：

  An as yet unknown beta-(1 -> 3)-mannohexaose has been synthesized by a block route involving the coupling of two trisaccharides. Comparison of three closely related attempted mannohexaose syntheses reinforces the influence of subtle matching and/or mismatching interactions on the outcome of convergent oligosaccharide synthesis.

  DOI：

  10.1021/jo071009n

文献信息

• Convergent Synthesis of a β-(1→3)-Mannohexaose
  作者：David Crich、Baolin Wu、Prasanna Jayalath

  DOI：10.1021/jo071009n

  日期：2007.8.31

  An as yet unknown beta-(1 -> 3)-mannohexaose has been synthesized by a block route involving the coupling of two trisaccharides. Comparison of three closely related attempted mannohexaose syntheses reinforces the influence of subtle matching and/or mismatching interactions on the outcome of convergent oligosaccharide synthesis.