p-nitrophenyl 2,4-di-O-benzyl-α-L-rhamnopyranoside | 188423-94-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: p-nitrophenyl 2,4-di-O-benzyl-α-L-rhamnopyranoside
• CAS: 188423-94-1
• 化学式: C₂₆H₂₇NO₇
• 分子量: 465.503
• InChiKey: VNLYLOVOZDWSHU-FAOGAKCWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.25
• 重原子数：
  34.0
• 可旋转键数：
  9.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  100.29
• 氢给体数：
  1.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  p-nitrophenyl 2,4-di-O-benzyl-α-L-rhamnopyranoside 在 sodium methylate 、 mercury dibromide 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 120.0h， 生成 (2S,3R,4S,5R,6R)-2-[(2S,3S,4R,5R,6S)-3,5-Bis-benzyloxy-2-methyl-6-(4-nitro-phenoxy)-tetrahydro-pyran-4-yloxy]-6-hydroxymethyl-4-methoxy-tetrahydro-pyran-3,5-diol
  参考文献：
  名称：

  Syntheses of spacer-armed carbohydrate components of the Mycobacterium avium serocomplex serovar 8

  摘要：

  p-Nitrophenyl glycosides of 3-O-Me-beta-D-Glcp-(1 --> 3)-alpha-L-Rhap, alpha-L-Rhap-(1 --> 2)-6-deoxy-alpha-L-Talp, and 3-O-Me-beta-D-Glcp-(1 --> 3)-alpha-L-Rhap-(1 --> 2)-6-deoxy-alpha-L-Talp have been prepared, related to Mycobacterium avium. Various glycosylation methods have been used for the formation of the interglycosidic linkages. The p-nitrophenyl derivatives were converted into p-isothiocyanatophenyl glycosides, capable of forming neoglycoproteins. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0008-6215(96)00255-8
• 作为产物：
  描述：

  p-nitrophenyl 4-O-benzyl-α-L-rhamnopyranoside 在 lithium aluminium tetrahydride 、 三氯化铝 、 对甲苯磺酸 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 反应 0.42h， 生成 p-nitrophenyl 2,4-di-O-benzyl-α-L-rhamnopyranoside
  参考文献：
  名称：

  Syntheses of spacer-armed carbohydrate components of the Mycobacterium avium serocomplex serovar 8

  摘要：

  p-Nitrophenyl glycosides of 3-O-Me-beta-D-Glcp-(1 --> 3)-alpha-L-Rhap, alpha-L-Rhap-(1 --> 2)-6-deoxy-alpha-L-Talp, and 3-O-Me-beta-D-Glcp-(1 --> 3)-alpha-L-Rhap-(1 --> 2)-6-deoxy-alpha-L-Talp have been prepared, related to Mycobacterium avium. Various glycosylation methods have been used for the formation of the interglycosidic linkages. The p-nitrophenyl derivatives were converted into p-isothiocyanatophenyl glycosides, capable of forming neoglycoproteins. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0008-6215(96)00255-8