Man2Ac3Ac4Ac6Ac(a1-3)[Bn(-4)][Bn(-6)]a-Man1Me | 1220807-23-7

• 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: Man2Ac3Ac4Ac6Ac(a1-3)[Bn(-4)][Bn(-6)]a-Man1Me
• 英文别名: [(2R,3R,4S,5S,6R)-3,4,5-triacetyloxy-6-[(2S,3S,4R,5R,6R)-3-hydroxy-2-methoxy-5-phenylmethoxy-6-(phenylmethoxymethyl)oxan-4-yl]oxyoxan-2-yl]methyl acetate
• CAS: 1220807-23-7
• 化学式: C₃₅H₄₄O₁₅
• 分子量: 704.725
• InChiKey: UKRGWJZIJAKZCW-QMMOLTKPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  50
• 可旋转键数：
  19
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  181
• 氢给体数：
  1
• 氢受体数：
  15

反应信息

• 作为产物：
  描述：

  methyl 4,6-di-O-benzyl-α-D-mannopyranoside 、 2,3,4,6-四-O-乙酰基-1-溴-Alpha-D-甘露糖 在 silver trifluoromethanesulfonate 作用下， 以 二氯甲烷 为溶剂， 生成 Man2Ac3Ac4Ac6Ac(a1-3)[Bn(-4)][Bn(-6)]a-Man1Me
  参考文献：
  名称：

  Regioselective glycosylation reactions based on computational predictions

  摘要：

  Regioselectivity is a major issue in glycosylation reactions. Better understanding of regioselectivity of acceptors can greatly facilitate and simplify the syntheses of oligosaccharides. The reactivity of diol acceptors is often affected by stereochemistry and protecting groups, which make prediction the regioselectivity of diol acceptors extremely difficult. Quantum mechanic methods were used to study the relationship between protecting groups and reactivity of diol acceptor and a correlation between Fukui function and regioselectivity is established through series of glycosylation reactions. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.01.044