5-aminopentyl {O-(2-acetamido-2-deoxy-β-D-glucopyranosyl)-(1->2)-O-α-D-mannopyranosyl-(1->3)-[O-(α-D-mannopyranosyl)-(1->6)-O-α-D-mannopyranosyl-(1->4)]-O-β-D-mannopyranosyl-(1->4)-O-(2-acetamido-2-deoxy-β-D-glucopyranosyl)-(1->4)-2-acetamido-2-deoxy-β-D-glucopyranoside} | 1319152-98-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5-aminopentyl {O-(2-acetamido-2-deoxy-β-D-glucopyranosyl)-(1->2)-O-α-D-mannopyranosyl-(1->3)-[O-(α-D-mannopyranosyl)-(1->6)-O-α-D-mannopyranosyl-(1->4)]-O-β-D-mannopyranosyl-(1->4)-O-(2-acetamido-2-deoxy-β-D-glucopyranosyl)-(1->4)-2-acetamido-2-deoxy-β-D-glucopyranoside}
• CAS: 1319152-98-1
• 化学式: C₅₃H₉₂N₄O₃₆
• 分子量: 1361.32
• InChiKey: MIHKAOVSDMAAIY-HLWBYIRISA-N

反应信息

• 作为产物：
  描述：

  在 氨 、 sodium 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以63%的产率得到5-aminopentyl {O-(2-acetamido-2-deoxy-β-D-glucopyranosyl)-(1->2)-O-α-D-mannopyranosyl-(1->3)-[O-(α-D-mannopyranosyl)-(1->6)-O-α-D-mannopyranosyl-(1->4)]-O-β-D-mannopyranosyl-(1->4)-O-(2-acetamido-2-deoxy-β-D-glucopyranosyl)-(1->4)-2-acetamido-2-deoxy-β-D-glucopyranoside}
  参考文献：
  名称：

  Experimental observations on the regioselectivity of glycosylation of a 4,6-diol system in the β-d-mannopyranosyl unit of a N-glycan pentasaccharide core structure

  摘要：

  The regioselectivity of glycosylation of a 4,6-diol system in the p-mannopyranosyl unit of a N-glycan pentasaccharide core structure is found to be strongly dependent on the structure of the glycosyl donor. While glycosylation with a 2-O-acetyl-D-mannopyranosyl trichloroacetimidate and with a D-mannopyranosyl (alpha 1 -> 3) 2-O-acetyl mannopyranosyl trichoroacetimidate regioselectively occurs at the primary OH-6 position, reaction with D-mannopyranosyl (alpha 1 -> 6) mannopyranosyl 2-O-benzoyl, 2-O-acetyl and 2-O-pivaloyl trichloroacetimidate results in approximately 1:1 mixture of regioisomers at primary OH-6 and secondary OH-4 positions. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2011.05.006