1-[(2S,3R,4S,5R,6R)-3,4-Diacetoxy-6-acetoxymethyl-5-((2S,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yl]-1H-[1,2,3]triazole-4,5-dicarboxylic acid di-tert-butyl ester | 178680-67-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-[(2S,3R,4S,5R,6R)-3,4-Diacetoxy-6-acetoxymethyl-5-((2S,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yl]-1H-[1,2,3]triazole-4,5-dicarboxylic acid di-tert-butyl ester
• CAS: 178680-67-6
• 化学式: C₃₈H₅₃N₃O₂₁
• 分子量: 887.846
• InChiKey: SEJQDDVUEDNRRL-KLXWRPMFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.98
• 重原子数：
  62.0
• 可旋转键数：
  14.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  295.1
• 氢给体数：
  0.0
• 氢受体数：
  24.0

反应信息

• 作为反应物：
  描述：

  1-[(2S,3R,4S,5R,6R)-3,4-Diacetoxy-6-acetoxymethyl-5-((2S,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yl]-1H-[1,2,3]triazole-4,5-dicarboxylic acid di-tert-butyl ester 、 苯甲醇 在 三氟甲磺酸三甲基硅酯 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以70%的产率得到Benzyl O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-(1->4)-O-2,3,6-tri-O-acetyl-β-D-glucopyranoside
  参考文献：
  名称：

  Glycoside Synthesis with Anomeric 1-N-Glycobiosyl-1,2,3-triazoles¹

  摘要：

  1,3-Dipolar cycloaddition of the acetylated 1,2-trans- and 1,2-cis-cellobiosyl, -lactosyl, -maltosyl, and -melibiosyl azides with various acetylenedicarboxylic acid esters gave the corresponding 1-N-glycobiosyl-1,2,3-triazoles (1a,b,c-8a,b,c) which have been used as glycosyl donors for the synthesis of oligosaccharides (15-17) and an anthracycline type antibiotic (18).

  DOI：

  10.1080/07328309608005667
• 作为产物：
  描述：

  hepta-O-acetyl-α-cellobiosyl azide 、 丁炔二酸二叔丁酯 乙炔二羧酸二叔丁酯 以 甲苯 为溶剂， 反应 96.0h， 以90%的产率得到1-[(2S,3R,4S,5R,6R)-3,4-Diacetoxy-6-acetoxymethyl-5-((2S,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yl]-1H-[1,2,3]triazole-4,5-dicarboxylic acid di-tert-butyl ester
  参考文献：
  名称：

  Glycoside Synthesis with Anomeric 1-N-Glycobiosyl-1,2,3-triazoles¹

  摘要：

  1,3-Dipolar cycloaddition of the acetylated 1,2-trans- and 1,2-cis-cellobiosyl, -lactosyl, -maltosyl, and -melibiosyl azides with various acetylenedicarboxylic acid esters gave the corresponding 1-N-glycobiosyl-1,2,3-triazoles (1a,b,c-8a,b,c) which have been used as glycosyl donors for the synthesis of oligosaccharides (15-17) and an anthracycline type antibiotic (18).

  DOI：

  10.1080/07328309608005667