methyl 4-azido-3-O-benzyl-2-O-methyl-4,6-dideoxy-β-D-mannopyranoside | 329791-28-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl 4-azido-3-O-benzyl-2-O-methyl-4,6-dideoxy-β-D-mannopyranoside
• 英文别名: (2R,3S,4S,5R,6R)-5-azido-2,3-dimethoxy-6-methyl-4-phenylmethoxyoxane
• CAS: 329791-28-8
• 化学式: C₁₅H₂₁N₃O₄
• 分子量: 307.349
• InChiKey: NYGOWLVAGJFTAB-JSFFLRCESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.66
• 重原子数：
  22.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  85.68
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  methyl 4-azido-3-O-benzyl-2-O-methyl-4,6-dideoxy-β-D-mannopyranoside 在 palladium on activated charcoal 吡啶 、 氢气 作用下， 以 乙醇 为溶剂， 生成 methyl 4-(3-deoxy-L-glycero-tetronamido)-4,6-dideoxy-2-O-methyl-β-D-mannopyranoside
  参考文献：
  名称：

  Syntheses of the l-manno and some other analogs of the terminal determinants of the O-PS of Vibrio cholerae O:1

  摘要：

  Analogs of the methyl alpha -glycosides of the terminal residues of the O-specific polysaccharides (O-PS) of Vibrio cholerae O:1, serotype Inaba and Ogawa, have been prepared as probes to study their interaction with anti V. cholerae O:1 antibodies. They differ from the termini of the respective O-PSs in anomeric or absolute configuration of perosamine, position of the O-methyl group in D-perosamine, and nature of the N-acyl side chain. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0008-6215(00)00265-2
• 作为产物：
  描述：

  1,2-di-O-acetyl-4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranose 在 氢氧化钾 、 sodium methylate 、 二正丁基氧化锡 作用下， 以 甲醇 、 二甲基亚砜 为溶剂， 反应 3.0h， 生成 methyl 4-azido-3-O-benzyl-2-O-methyl-4,6-dideoxy-β-D-mannopyranoside
  参考文献：
  名称：

  Syntheses of the l-manno and some other analogs of the terminal determinants of the O-PS of Vibrio cholerae O:1

  摘要：

  Analogs of the methyl alpha -glycosides of the terminal residues of the O-specific polysaccharides (O-PS) of Vibrio cholerae O:1, serotype Inaba and Ogawa, have been prepared as probes to study their interaction with anti V. cholerae O:1 antibodies. They differ from the termini of the respective O-PSs in anomeric or absolute configuration of perosamine, position of the O-methyl group in D-perosamine, and nature of the N-acyl side chain. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0008-6215(00)00265-2

文献信息

• Syntheses of the l-manno and some other analogs of the terminal determinants of the O-PS of Vibrio cholerae O:1
  作者：Emmanuel Poirot、Xiaodong Zhang、Noel F. Whittaker、Pavol Kováč

  DOI：10.1016/s0008-6215(00)00265-2

  日期：2001.1

  Analogs of the methyl alpha -glycosides of the terminal residues of the O-specific polysaccharides (O-PS) of Vibrio cholerae O:1, serotype Inaba and Ogawa, have been prepared as probes to study their interaction with anti V. cholerae O:1 antibodies. They differ from the termini of the respective O-PSs in anomeric or absolute configuration of perosamine, position of the O-methyl group in D-perosamine, and nature of the N-acyl side chain. (C) 2001 Elsevier Science Ltd. All rights reserved.