benzyl 2,3-di-O-benzyl-4,6-di-O-tosyl-α-D-glucopyranose | 62847-80-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: benzyl 2,3-di-O-benzyl-4,6-di-O-tosyl-α-D-glucopyranose
• 英文别名: benzyl O²,O³-dibenzyl-O⁴,O⁶-bis-(toluene-4-sulfonyl)-α-D-glucopyranoside
• CAS: 62847-80-7
• 化学式: C₄₁H₄₂O₁₀S₂
• 分子量: 758.91
• InChiKey: TTXVDLQVKHOXKK-WEOXEBIHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.9
• 重原子数：
  53.0
• 可旋转键数：
  16.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  123.66
• 氢给体数：
  0.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  benzyl 2,3-di-O-benzyl-4,6-di-O-tosyl-α-D-glucopyranose 、 甲胺 以 乙醇 为溶剂， 反应 4.0h， 生成 benzyl 2,3-di-O-benzyl-4,6-dideoxy-4,6-methylimino-α-D-galactopyranose
  参考文献：
  名称：

  Synthesis of monosaccharide-fused azetidines

  摘要：

  Primary amines reacted upon 4,6-ditosylates of glucopyranosides to give an azetidine ring fused on C-4 and C-6 of the pyranose ring. On the other hand, the 4,6-ditosylate of benzyl mannopyranoside led to the 4,6-diamino-4,6-dideoxy derivative in a good yield. All the compounds and their precursors were identified by H-1 and C-13 NMR spectroscopy. Assignments of proton signals were made unambiguously using homodecoupling experiments. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0008-6215(97)00015-3
• 作为产物：
  描述：

  对甲苯磺酰氯 、 benzyl 2,3-di-O-benzyl-α,β-D-glucopyranoside 以 吡啶 为溶剂， 反应 72.0h， 以65%的产率得到benzyl 2,3-di-O-benzyl-4,6-di-O-tosyl-α-D-glucopyranose
  参考文献：
  名称：

  Synthesis of monosaccharide-fused azetidines

  摘要：

  Primary amines reacted upon 4,6-ditosylates of glucopyranosides to give an azetidine ring fused on C-4 and C-6 of the pyranose ring. On the other hand, the 4,6-ditosylate of benzyl mannopyranoside led to the 4,6-diamino-4,6-dideoxy derivative in a good yield. All the compounds and their precursors were identified by H-1 and C-13 NMR spectroscopy. Assignments of proton signals were made unambiguously using homodecoupling experiments. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0008-6215(97)00015-3

文献信息

• Methyl 4,6-anhydro-4-deoxy-2,3-di-O-methyl-4-methyl-amino-α-d-galactopyranoside and related compounds
  作者：C. Richard Hall、Thomas D. Inch

  DOI：10.1016/s0008-6215(00)88095-7

  日期：1977.2