methyl 4,6-dideoxy-4-(3-benzyloxypropanamido)-2-O-methyl-α-D-mannopyranoside | 329791-50-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl 4,6-dideoxy-4-(3-benzyloxypropanamido)-2-O-methyl-α-D-mannopyranoside
• 英文别名: N-[(2R,3S,4S,5S,6S)-4-hydroxy-5,6-dimethoxy-2-methyloxan-3-yl]-3-phenylmethoxypropanamide
• CAS: 329791-50-6
• 化学式: C₁₈H₂₇NO₆
• 分子量: 353.415
• InChiKey: NWNUUHFLALNYKK-JGRFCZEVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  25
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  86.2
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  methyl 4,6-dideoxy-4-(3-benzyloxypropanamido)-2-O-methyl-α-D-mannopyranoside 在 palladium on activated charcoal 氢气 作用下， 以 乙醇 为溶剂， 以100%的产率得到methyl 4,6-dideoxy-4-(3-hydroxypropanamido)-2-O-methyl-α-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：

  methyl 4-azido-2-O-methyl-4,6-dideoxy-α-D-mannopyranoside 在 palladium on activated charcoal 氢气 、 N,N-二异丙基乙胺 、 N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate 作用下， 以 乙醇 、 乙腈 为溶剂， 反应 2.5h， 生成 methyl 4,6-dideoxy-4-(3-benzyloxypropanamido)-2-O-methyl-α-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.