methyl 2,3-dideoxy-4,5:7,8-bis-O-isopropylidene-3-(benzyloxycarbonyl)amino-α-D-manno-3-octulofuranosonate | 1135007-56-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: methyl 2,3-dideoxy-4,5:7,8-bis-O-isopropylidene-3-(benzyloxycarbonyl)amino-α-D-manno-3-octulofuranosonate
• CAS: 1135007-56-5
• 化学式: C₂₃H₃₁NO₉
• 分子量: 465.5
• InChiKey: RGVYRUXGRDNYKP-OYQWSTANSA-N

物化性质

• 沸点：
  563.0±50.0 °C(predicted)
• 密度：
  1.29±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

反应信息

• 作为反应物：
  描述：

  methyl 2,3-dideoxy-4,5:7,8-bis-O-isopropylidene-3-(benzyloxycarbonyl)amino-α-D-manno-3-octulofuranosonate 在 水 、 potassium carbonate 作用下， 以 甲醇 为溶剂， 生成 2,3-dideoxy-4,5:7,8-bis-O-isopropylidene-3-(benzyloxycarbonyl)amino-α-D-manno-3-octulofuranosonic acid
  参考文献：
  名称：

  Synthesis and Solution Conformation of Homo-β-peptides Consisting of N-Mannofuranosyl-3-ulosonic acids

  摘要：

  The synthesis and solution conformation of homo-oligomers of beta-aminoacids, O-N-mannofuranosyl-3-ulosonic acids, have been studied by NMR, MD simulation, and circular dichroism. These oligomers feature a spirocyclic disubstitution and a N,O-acetal functionality at the P-carbon of the backbone, an unprecedented situation in the realm of beta-peptides. Our study shows that tetramer 10 and hexamer 11 adopt a characteristic secondary structure. In the hexamer 11, NMR investigations coupled with MD simulations suggest the preference for a double C-8 turn forming conformation.

  DOI：

  10.1021/jo900966b
• 作为产物：
  描述：

  氯甲酸苄酯 、 methyl 3-amino-2,3-dideoxy-4,5:7,8-bis-O-isopropylidene-D-manno-3-octulofuranosonate 在 sodium carbonate 作用下， 以 甲醇 为溶剂， 反应 1.0h， 以75%的产率得到methyl 2,3-dideoxy-4,5:7,8-bis-O-isopropylidene-3-(benzyloxycarbonyl)amino-α-D-manno-3-octulofuranosonate
  参考文献：
  名称：

  Synthesis and Solution Conformation of Homo-β-peptides Consisting of N-Mannofuranosyl-3-ulosonic acids

  摘要：

  The synthesis and solution conformation of homo-oligomers of beta-aminoacids, O-N-mannofuranosyl-3-ulosonic acids, have been studied by NMR, MD simulation, and circular dichroism. These oligomers feature a spirocyclic disubstitution and a N,O-acetal functionality at the P-carbon of the backbone, an unprecedented situation in the realm of beta-peptides. Our study shows that tetramer 10 and hexamer 11 adopt a characteristic secondary structure. In the hexamer 11, NMR investigations coupled with MD simulations suggest the preference for a double C-8 turn forming conformation.

  DOI：

  10.1021/jo900966b