4-(3-hydroxypropyl)-1-(4,6-di-O-acetyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranos-1-yloxyethyl)-1,2,3-1H-triazole

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃
• 英文名称: 4-(3-hydroxypropyl)-1-(4,6-di-O-acetyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranos-1-yloxyethyl)-1,2,3-1H-triazole
• 英文别名: [(2R,3S,6S)-3-acetyloxy-6-[2-[4-(3-hydroxypropyl)triazol-1-yl]ethoxy]-3,6-dihydro-2H-pyran-2-yl]methyl acetate
• 化学式: C₁₇H₂₅N₃O₇
• 分子量: 383.401
• InChiKey: TUJBSFJIUZOYIE-BBWFWOEESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.5
• 重原子数：
  27
• 可旋转键数：
  12
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  122
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  4-戊炔-1-醇 、 在 copper(l) iodide 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 生成 4-(3-hydroxypropyl)-1-(4,6-di-O-acetyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranos-1-yloxyethyl)-1,2,3-1H-triazole 、 4-(3-hydroxypropyl)-1-(4,6-di-O-acetyl-2,3-dideoxy-β-D-erythro-hex-2-enopyranos-1-yloxyethyl)-1,2,3-1H-triazole
  参考文献：
  名称：

  Convenient one-pot synthesis of triazolylethyl-2,3-unsaturated-O-glycoside derivatives

  摘要：

  An efficient and convenient synthesis of new derivatives of triazolylethy1-2,3-unsaturated-O-glycoside has been developed using sequential one-pot glycosylation-azidation-CuAAc reactions procedure. Various substituted alkynes have been employed for the click reaction to obtain a variety of O-glycosylethyl triazole adducts in good to excellent yields with good alpha-anomeric selectivity. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2015.09.026

文献信息

• Convenient one-pot synthesis of triazolylethyl-2,3-unsaturated-O-glycoside derivatives
  作者：Wadchara Mangsang、Uthaiwan Sirion、Rungnapha Saeeng

  DOI：10.1016/j.tet.2015.09.026

  日期：2015.11

  An efficient and convenient synthesis of new derivatives of triazolylethy1-2,3-unsaturated-O-glycoside has been developed using sequential one-pot glycosylation-azidation-CuAAc reactions procedure. Various substituted alkynes have been employed for the click reaction to obtain a variety of O-glycosylethyl triazole adducts in good to excellent yields with good alpha-anomeric selectivity. (C) 2015 Elsevier Ltd. All rights reserved.