methoxycarbonylmethyl 6-O-acetyl-2,3,4-tri-O-benzyl-α-D-glucopyranosyl-(1->6)-2,3,4-tri-O-benzyl-α-D-glucopyranosyl-(1->6)-2,3,4-tri-O-benzyl-1-thio-α-D-glucopyranoside | 441017-84-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methoxycarbonylmethyl 6-O-acetyl-2,3,4-tri-O-benzyl-α-D-glucopyranosyl-(1->6)-2,3,4-tri-O-benzyl-α-D-glucopyranosyl-(1->6)-2,3,4-tri-O-benzyl-1-thio-α-D-glucopyranoside
• CAS: 441017-84-1
• 化学式: C₈₆H₉₂O₁₈S
• 分子量: 1445.73
• InChiKey: MMSYFMYLJOGSEF-PQYMADMSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.93
• 重原子数：
  105.0
• 可旋转键数：
  38.0
• 环数：
  12.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  181.82
• 氢给体数：
  0.0
• 氢受体数：
  19.0

反应信息

• 作为反应物：
  描述：

  methoxycarbonylmethyl 6-O-acetyl-2,3,4-tri-O-benzyl-α-D-glucopyranosyl-(1->6)-2,3,4-tri-O-benzyl-α-D-glucopyranosyl-(1->6)-2,3,4-tri-O-benzyl-1-thio-α-D-glucopyranoside 在 sodium methylate 作用下， 以 甲醇 为溶剂， 生成 methoxycarbonylmethyl 2,3,4-tri-O-benzyl-α-D-glucopyranosyl-(1->6)-2,3,4-tri-O-benzyl-α-D-glucopyranosyl-(1->6)-2,3,4-tri-O-benzyl-1-thio-α-D-glucopyranoside
  参考文献：
  名称：

  Solution-Phase Hexasaccharide Synthesis Using Glucosyl Iodides

  摘要：

  [GRAPHIC]Oligosaccharides composed of 1,6-glucosyl residues have been prepared from glucosyl iodides. The reactions are highly stereoselective, giving the a-glycosides as the only isolated products in yields ranging from 84% to 94%. Oligomer synthesis can take place in an iterative 1 + 1 + 1 fashion or in a convergent manner where dimer iodides serve as donors for higher order acceptors.

  DOI：

  10.1021/ol025887d
• 作为产物：
  描述：

  6-O-acetyl-2,3,4-tri-O-benzyl-α-D-glucopyranosyl iodide 、 methoxycarbonylmethyl 2,3,4-tri-O-benzyl-α-D-glucopyranosyl-(1->6)-2,3,4-tri-O-benzyl-1-thio-α-D-glucopyranoside 在 4 A molecular sieve 、 四丁基碘化铵 、 N,N-二异丙基乙胺 作用下， 以 苯 为溶剂， 反应 4.0h， 以92%的产率得到methoxycarbonylmethyl 6-O-acetyl-2,3,4-tri-O-benzyl-α-D-glucopyranosyl-(1->6)-2,3,4-tri-O-benzyl-α-D-glucopyranosyl-(1->6)-2,3,4-tri-O-benzyl-1-thio-α-D-glucopyranoside
  参考文献：
  名称：

  Solution-Phase Hexasaccharide Synthesis Using Glucosyl Iodides

  摘要：

  [GRAPHIC]Oligosaccharides composed of 1,6-glucosyl residues have been prepared from glucosyl iodides. The reactions are highly stereoselective, giving the a-glycosides as the only isolated products in yields ranging from 84% to 94%. Oligomer synthesis can take place in an iterative 1 + 1 + 1 fashion or in a convergent manner where dimer iodides serve as donors for higher order acceptors.

  DOI：

  10.1021/ol025887d

文献信息

• Lam, Son N.; Gervay-Hague, Jacquelyn, Carbohydrate Research, 2002, vol. 337, # 21-23, p. 1952 - 1966
  作者：Lam, Son N.、Gervay-Hague, Jacquelyn

  DOI：——

  日期：——