8-ethoxycarbonyloctyl 2,3,5,6-tetra-O-benzoyl-β-D-galactofuranosyl-(1(3)-4,6-O-benzylidene)-α-D-mannopyranoside | 417717-61-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 8-ethoxycarbonyloctyl 2,3,5,6-tetra-O-benzoyl-β-D-galactofuranosyl-(1(3)-4,6-O-benzylidene)-α-D-mannopyranoside
• 英文别名: [(2R)-2-[(2S,3S,4R,5R)-5-[[(2R,4aR,6S,7S,8R,8aR)-6-(9-ethoxy-9-oxononoxy)-7-hydroxy-2-phenyl-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxin-8-yl]oxy]-3,4-dibenzoyloxyoxolan-2-yl]-2-benzoyloxyethyl] benzoate
• CAS: 417717-61-4
• 化学式: C₅₈H₆₂O₁₇
• 分子量: 1031.12
• InChiKey: FRDHONCPBLXVRU-ZTAXGABXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.5
• 重原子数：
  75
• 可旋转键数：
  29
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  207
• 氢给体数：
  1
• 氢受体数：
  17

反应信息

• 作为反应物：
  描述：

  sodium methylate 、 8-ethoxycarbonyloctyl 2,3,5,6-tetra-O-benzoyl-β-D-galactofuranosyl-(1(3)-4,6-O-benzylidene)-α-D-mannopyranoside 在 palladium on activated charcoal 甲醇 、 氢气 作用下， 以 乙醇 为溶剂， 反应 16.0h， 以90%的产率得到8-methoxycarbonyloctyl β-D-galactofuranosyl-(1->3)-α-D-mannopyranoside
  参考文献：
  名称：

  A NEW APPROACH TO A DISACCHARIDIC HAPTEN CONTAINING A GALACTOFURANOSYL ENTITY

  摘要：

  A short synthetic entry into the disaccharidic hapten beta-D-Galf-(1-->3)-alpha-D-Manp-O(CH2)(8)CO2Me containing a galactofuranosyl entity at the non-reducing part is described. The synthetic scheme was designed in such a way that each required building block could be obtained by minimizing the number of chemical and purification steps. Indeed, compound 8 was obtained according to a four step-one pot preparation.

  DOI：

  10.1081/car-100108662
• 作为产物：
  描述：

  2,3,4,6-tetrakis-O-trimethylsilyl-α-D-mannopyranosyl iodide 在 N-碘代丁二酰亚胺 、 2,6-二叔丁基-4-甲基吡啶 、 三氟甲磺酸三甲基硅酯 、 4 A molecular sieve 、 四丁基碘化铵 、 zinc(II) chloride 作用下， 以 二氯甲烷 、 乙酸乙酯 为溶剂， 反应 7.75h， 生成 8-ethoxycarbonyloctyl 2,3,5,6-tetra-O-benzoyl-β-D-galactofuranosyl-(1(3)-4,6-O-benzylidene)-α-D-mannopyranoside
  参考文献：
  名称：

  A NEW APPROACH TO A DISACCHARIDIC HAPTEN CONTAINING A GALACTOFURANOSYL ENTITY

  摘要：

  A short synthetic entry into the disaccharidic hapten beta-D-Galf-(1-->3)-alpha-D-Manp-O(CH2)(8)CO2Me containing a galactofuranosyl entity at the non-reducing part is described. The synthetic scheme was designed in such a way that each required building block could be obtained by minimizing the number of chemical and purification steps. Indeed, compound 8 was obtained according to a four step-one pot preparation.

  DOI：

  10.1081/car-100108662

文献信息

• A NEW APPROACH TO A DISACCHARIDIC HAPTEN CONTAINING A GALACTOFURANOSYL ENTITY
  作者：Vincent Ferrières、Myriam Roussel、Muriel Gelin、Daniel Plusquellec

  DOI：10.1081/car-100108662

  日期：2001.12.31

  A short synthetic entry into the disaccharidic hapten beta-D-Galf-(1-->3)-alpha-D-Manp-O(CH2)(8)CO2Me containing a galactofuranosyl entity at the non-reducing part is described. The synthetic scheme was designed in such a way that each required building block could be obtained by minimizing the number of chemical and purification steps. Indeed, compound 8 was obtained according to a four step-one pot preparation.