2,3,4-tri-O-benzyl-6-O-p-methoxybenzyl-α-D-glucopyranosyl trichloroacetate | 1330629-49-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2,3,4-tri-O-benzyl-6-O-p-methoxybenzyl-α-D-glucopyranosyl trichloroacetate
• CAS: 1330629-49-6
• 化学式: C₃₇H₃₇Cl₃O₈
• 分子量: 716.055
• InChiKey: CRLPCWYRUMPPPC-CKQPALCZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.61
• 重原子数：
  48.0
• 可旋转键数：
  15.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  81.68
• 氢给体数：
  0.0
• 氢受体数：
  8.0

反应信息

• 作为产物：
  描述：

  三氯乙酰氯 、 2,3,4-tri-O-benzyl-6-O-(4-methoxybenzyl)-α,β-D-glucopyranose 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 生成 2,3,4-tri-O-benzyl-6-O-p-methoxybenzyl-β-D-glucopyranosyl trichloroacetate 、 2,3,4-tri-O-benzyl-6-O-p-methoxybenzyl-α-D-glucopyranosyl trichloroacetate
  参考文献：
  名称：

  Sequential one-pot glycosylation with glycosyl N-trichloroacetylcarbamate and trichloroacetate including dehydrative approach using 1-hydroxy sugars

  摘要：

  An efficient sequential one-pot glycosylation has been developed with glycosyl trichlorocarbamate and trichloroacetate activated by the same Lewis acid and enabled by a change in reaction temperature. The act-selective glycosylation was achieved using glucose, galactose, and mannose substrates after investigation into the reactivities of the two types of glycosyl donors. Sequential one-pot dehydrative glycosylation, including in situ preparation of glycosyl donors followed by generation of two glycosyl bonds, provided three types of trisaccharide. (C) 2011 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tet.2011.06.006