isopropenyl 2,3,4-tri-O-benzyl-β-L-fucopyranosyl carbonate

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: isopropenyl 2,3,4-tri-O-benzyl-β-L-fucopyranosyl carbonate
• 英文别名: [(2R,3S,4R,5R,6S)-6-methyl-3,4,5-tris(phenylmethoxy)oxan-2-yl] prop-1-en-2-yl carbonate
• 化学式: C₃₁H₃₄O₇
• 分子量: 518.607
• InChiKey: MPCPMSLQNAFPFQ-VGYFXUJXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  38
• 可旋转键数：
  13
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  72.4
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  1-硫-乙基-2,3,4-三-氧-苄基-b-L-硫代呋喃岩藻糖苷 在 吡啶 、 三氟化硼乙醚 、 mercury(II) oxide 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 为溶剂， 反应 2.0h， 生成 isopropenyl 2,3,4-tri-O-benzyl-β-L-fucopyranosyl carbonate
  参考文献：
  名称：

  Synthesis of a nonasaccharide with two lewis x trisaccharides anchored onto a branched trimannoside

  摘要：

  Double condensation of phenyl 3,4,6-tri-O-benzyl-2-O-[6-O-benzyl-2-deoxy-2-phthalimido-4-O-(2 ,3,4,6-tetra-O-benzoyl-beta-D-galactopyranosyl)-3-O-(2,3,4-tri-O-benzyl-alpha-L-fucopyranosyl)-beta-D-glucopyranosyl]- 1-thio-alpha-D-mannopyranoside 31 with methyl 2,4-di-O-benzyl-beta-D-mannopyranoside 35, in the presence of N-iodosuccinimide/trifluoromethane-sulfonic acid, gave the protected nonasaccharide 36 in 60% yield. Conventional deprotection gave the nonasaccharide 1, in which two Lewis x trisaccharides are anchored onto a branched trimannoside.

  DOI：

  10.1016/0957-4166(95)00146-g

文献信息

• Synthesis of a nonasaccharide with two lewis x trisaccharides anchored onto a branched trimannoside
  作者：Yong-Min Zhang、Annie Brodzky、Pierre Sinaÿ、Guillaume Saint-Marcoux、Bruno Perly

  DOI：10.1016/0957-4166(95)00146-g

  日期：1995.5

  Double condensation of phenyl 3,4,6-tri-O-benzyl-2-O-[6-O-benzyl-2-deoxy-2-phthalimido-4-O-(2 ,3,4,6-tetra-O-benzoyl-beta-D-galactopyranosyl)-3-O-(2,3,4-tri-O-benzyl-alpha-L-fucopyranosyl)-beta-D-glucopyranosyl]- 1-thio-alpha-D-mannopyranoside 31 with methyl 2,4-di-O-benzyl-beta-D-mannopyranoside 35, in the presence of N-iodosuccinimide/trifluoromethane-sulfonic acid, gave the protected nonasaccharide 36 in 60% yield. Conventional deprotection gave the nonasaccharide 1, in which two Lewis x trisaccharides are anchored onto a branched trimannoside.