per-O-benzyl-D-glucopyranosyl-o-(phenylethynyl)benzoate | 1420786-77-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: per-O-benzyl-D-glucopyranosyl-o-(phenylethynyl)benzoate
• CAS: 1420786-77-1
• 化学式: C₄₉H₄₄O₇
• 分子量: 744.884
• InChiKey: TUEVPJBVUZVELO-UDLUSURSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.94
• 重原子数：
  56.0
• 可旋转键数：
  15.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  72.45
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  甲醇 、 per-O-benzyl-D-glucopyranosyl-o-(phenylethynyl)benzoate 在 碘 作用下， 以 乙腈 为溶剂， 以20%的产率得到
  参考文献：
  名称：

  Use of iodine for efficient and chemoselective glycosylation with glycosyl ortho-alkynylbenzoates as donor in presence of thioglycosides

  摘要：

  A novel and high yielding glycosylation protocol with glycosyl ortho-alkynylbenzoates as donors and iodine as promoter is described. The donors are stable and can be chemoselectively activated in the presence of thioethyl and thiophenyl glycosides. The application of this methodology in one-pot consecutive glycosylation reaction is described. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.11.101
• 作为产物：
  描述：

  2,3,4,6-四苄基-D-吡喃葡萄糖 、 2-(2'-苯基乙炔基)苯甲酸 在 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以94%的产率得到per-O-benzyl-D-glucopyranosyl-o-(phenylethynyl)benzoate
  参考文献：
  名称：

  Use of iodine for efficient and chemoselective glycosylation with glycosyl ortho-alkynylbenzoates as donor in presence of thioglycosides

  摘要：

  A novel and high yielding glycosylation protocol with glycosyl ortho-alkynylbenzoates as donors and iodine as promoter is described. The donors are stable and can be chemoselectively activated in the presence of thioethyl and thiophenyl glycosides. The application of this methodology in one-pot consecutive glycosylation reaction is described. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.11.101