8-ethoxycarbonyloctyl 4,6-O-benzylidene-α-D-mannopyranoside | 417717-50-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 8-ethoxycarbonyloctyl 4,6-O-benzylidene-α-D-mannopyranoside
• 英文别名: ethyl 9-[[(2R,4aR,6S,7S,8R,8aS)-7,8-dihydroxy-2-phenyl-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxin-6-yl]oxy]nonanoate
• CAS: 417717-50-1
• 化学式: C₂₄H₃₆O₈
• 分子量: 452.545
• InChiKey: LDYGKWZSEFBWMX-KAJOGEKBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  32
• 可旋转键数：
  13
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  104
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  8-ethoxycarbonyloctyl 4,6-O-benzylidene-α-D-mannopyranoside 在 甲醇 、 N-碘代丁二酰亚胺 、 三氟甲磺酸三甲基硅酯 、 4 A molecular sieve 作用下， 以 二氯甲烷 为溶剂， 反应 16.25h， 生成 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 2,6-二叔丁基-4-甲基吡啶 、 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 7.5h， 生成 8-ethoxycarbonyloctyl 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.