(2,3,4,6-tetra-O-benzyl-D-glucopyranosyl)-3,3-dimethyl-6-propylnona-4,5-dienoate

• 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: (2,3,4,6-tetra-O-benzyl-D-glucopyranosyl)-3,3-dimethyl-6-propylnona-4,5-dienoate
• 英文别名: [(3R,4S,5R,6R)-3,4,5-tris(phenylmethoxy)-6-(phenylmethoxymethyl)oxan-2-yl] 3,3-dimethyl-6-propylnona-4,5-dienoate
• 化学式: C₄₈H₅₈O₇
• 分子量: 746.984
• InChiKey: MPOCNYICUDLLSV-INVYBLORSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.9
• 重原子数：
  55
• 可旋转键数：
  22
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  72.4
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  (2,3,4,6-tetra-O-benzyl-D-glucopyranosyl)-3,3-dimethyl-6-propylnona-4,5-dienoate 、 双丙酮半乳糖 在 silver trifluoromethanesulfonate 、 溴化二甲基溴化锍 作用下， 以 二氯甲烷 为溶剂， 以45.946%的产率得到
  参考文献：
  名称：

  Bromodimethylsulfonium bromide/silver triflate-promoted glycosylations using glycosyl allenoates as donors

  摘要：

  A series of novel glycosyl allenoates were prepared by condensions of hemiacetals with 3,3-dimethyl-4, 5-allenoic acid. Their glycosylations with various alcohols under the promotion of bromodimethylsulfonium bromide/silver triflate smoothly proceeded to produce disaccharides. Studies reveal that allenic group is crucial for the efficient glylcosylation of glycosyl allenoate. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2013.08.005

文献信息

• Bromodimethylsulfonium bromide/silver triflate-promoted glycosylations using glycosyl allenoates as donors
  作者：Yongzhen Zhang、Peng Wang、Ni Song、Ming Li

  DOI：10.1016/j.carres.2013.08.005

  日期：2013.11

  A series of novel glycosyl allenoates were prepared by condensions of hemiacetals with 3,3-dimethyl-4, 5-allenoic acid. Their glycosylations with various alcohols under the promotion of bromodimethylsulfonium bromide/silver triflate smoothly proceeded to produce disaccharides. Studies reveal that allenic group is crucial for the efficient glylcosylation of glycosyl allenoate. (C) 2013 Elsevier Ltd. All rights reserved.