methyl O-(4,6-dideoxy-4-formamido-α-D-mannopyranosyl)-(1->2)-O-(4,6-dideoxy-4-formamido-α-D-mannopyranosyl)-(1->2)-O-α-D-rhamnopyranosyl-(1->2)-O-(4,6-dideoxy-4-formamido-α-D-mannopyranosyl)-(1->2)-α-D-rhamnopyranoside | 136737-22-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl O-(4,6-dideoxy-4-formamido-α-D-mannopyranosyl)-(1->2)-O-(4,6-dideoxy-4-formamido-α-D-mannopyranosyl)-(1->2)-O-α-D-rhamnopyranosyl-(1->2)-O-(4,6-dideoxy-4-formamido-α-D-mannopyranosyl)-(1->2)-α-D-rhamnopyranoside
• 英文别名: N-[(2R,3S,4S,5S,6R)-6-[(2R,3S,4S,5S,6R)-2-[(2R,3S,4S,5S,6R)-2-[(2R,3S,4S,5S,6R)-2-[(2S,3S,4S,5S,6R)-4,5-dihydroxy-2-methoxy-6-methyloxan-3-yl]oxy-5-formamido-4-hydroxy-6-methyloxan-3-yl]oxy-4,5-dihydroxy-6-methyloxan-3-yl]oxy-5-formamido-4-hydroxy-6-methyloxan-3-yl]oxy-4,5-dihydroxy-2-methyloxan-3-yl]formamide
• CAS: 136737-22-9
• 化学式: C₃₄H₅₇N₃O₂₁
• 分子量: 843.834
• InChiKey: VEPSUXKUGSCQOE-FKTPVDMWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -5.9
• 重原子数：
  58
• 可旋转键数：
  12
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  341
• 氢给体数：
  11
• 氢受体数：
  21

反应信息

• 作为产物：
  描述：

  N-[(2R,3R,4S,5S,6R)-6-[(2R,3S,4S,5R,6R)-5-formamido-2-[(2R,3S,4S,5R,6R)-2-[(2R,3S,4S,5R,6R)-5-formamido-2-[(2S,3S,4S,5R,6R)-2-methoxy-6-methyl-4,5-bis(phenylmethoxy)oxan-3-yl]oxy-6-methyl-4-phenylmethoxyoxan-3-yl]oxy-6-methyl-4,5-bis(phenylmethoxy)oxan-3-yl]oxy-6-methyl-4-phenylmethoxyoxan-3-yl]oxy-5-hydroxy-2-methyl-4-phenylmethoxyoxan-3-yl]formamide 在 palladium on activated charcoal 氢气 、 sodium methylate 作用下， 生成 methyl O-(4,6-dideoxy-4-formamido-α-D-mannopyranosyl)-(1->2)-O-(4,6-dideoxy-4-formamido-α-D-mannopyranosyl)-(1->2)-O-α-D-rhamnopyranosyl-(1->2)-O-(4,6-dideoxy-4-formamido-α-D-mannopyranosyl)-(1->2)-α-D-rhamnopyranoside
  参考文献：
  名称：

  抗体结合位点探针的合成：一种与布鲁氏菌A抗原有关的六糖和两种五糖，是通过用硫磺糖苷与溴原位活化而制备的

  摘要：

  制备了两个五糖类似物和布鲁氏菌A抗原[---- 2]-α-D-Rhap4NFo-（1 ----] n的六糖片段作为甲基糖苷，每个五糖类似物具有两个甲酰胺基。三种寡糖的保护衍生物是通过在D-鼠李糖和4-azido-4,6-dideoxy-D-甘露糖存在下用D-鼠李糖和4-azido-4,6-dideoxy-D-甘露糖的单糖和二糖硫糖苷的溴原位活化来制备的。糖基受体和三氟甲磺酸银作为促进剂，用硫化氢还原叠氮基，用甲酸乙酯进行N-甲酰化，然后氢解，得到目标五糖苷。

  DOI：

  10.1016/0008-6215(92)84151-h