O-(6-O-Acetyl-2,3,4-tri-O-benzyl-α-D-glucopyranosyl)-(1->6)-1-O-acetyl-2,3,4-tri-O-benzyl-α-D-glucopyranose | 145149-86-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: O-(6-O-Acetyl-2,3,4-tri-O-benzyl-α-D-glucopyranosyl)-(1->6)-1-O-acetyl-2,3,4-tri-O-benzyl-α-D-glucopyranose
• 英文别名: Bn(-2)[Bn(-3)][Bn(-4)]Glc6Ac(a1-6)[Bn(-2)][Bn(-3)][Bn(-4)]a-Glc1Ac；[(2R,3R,4S,5R,6S)-6-[[(2R,3R,4S,5R,6R)-6-acetyloxy-3,4,5-tris(phenylmethoxy)oxan-2-yl]methoxy]-3,4,5-tris(phenylmethoxy)oxan-2-yl]methyl acetate
• CAS: 145149-86-6
• 化学式: C₅₈H₆₂O₁₃
• 分子量: 967.122
• InChiKey: NYVGTJRJKNDZNJ-ODMCYZFPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8
• 重原子数：
  71
• 可旋转键数：
  26
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.34
• 拓扑面积：
  136
• 氢给体数：
  0
• 氢受体数：
  13

反应信息

• 作为反应物：
  描述：

  O-(6-O-Acetyl-2,3,4-tri-O-benzyl-α-D-glucopyranosyl)-(1->6)-1-O-acetyl-2,3,4-tri-O-benzyl-α-D-glucopyranose 在 碘代三甲硅烷 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以100%的产率得到Acetic acid (2R,3R,4S,5R,6S)-3,4,5-tris-benzyloxy-6-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-iodo-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-2-ylmethyl ester
  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：

  甲基 2,3,4,6-O-四苄基-alpha-D-吡喃葡萄糖苷 在 碘代三甲硅烷 、 4 A molecular sieve 、 四丁基碘化铵 、 N,N-二异丙基乙胺 、 zinc(II) chloride 作用下， 以 二氯甲烷 、 溶剂黄146 、 苯 为溶剂， 反应 3.0h， 生成 O-(6-O-Acetyl-2,3,4-tri-O-benzyl-α-D-glucopyranosyl)-(1->6)-1-O-acetyl-2,3,4-tri-O-benzyl-α-D-glucopyranose
  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

• Syntheses of specifically deoxygenated methyl α-isomaltotriosides
  作者：Eva Petráková、Pavol Kováč、Cornelis P.J. Glaudemans

  DOI：10.1016/s0008-6215(00)90923-6

  日期：1992.9

  Abstract Specifically deoxygenated methyl α-isomaltotriosides were synthesized by the silver perchloratemadiated condensation of a protected α-isomaltosyl chloride with suitably blocked derivatives of methyl α- d -glucopyranoside deoxygenated respectively at positions 2, 3, and 4, followed by deprotection.

  摘要通过将保护的α-异麦芽糖基氯与适当保护的甲基α-d-吡喃葡萄糖苷衍生物分别在2、3和4位脱氧的高氯酸银缩合反应，然后脱保护，来合成特定的脱氧甲基α-异麦芽三糖苷。
• 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：——