3-(benzyloxycarbonylamino)propyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->3)-2-acetamido-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside | 876857-66-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 3-(benzyloxycarbonylamino)propyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->3)-2-acetamido-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside
• CAS: 876857-66-8
• 化学式: C₄₀H₅₀N₂O₁₇
• 分子量: 830.84
• InChiKey: JMPBYKMAESPKDE-SWAJVBNPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.13
• 重原子数：
  59.0
• 可旋转键数：
  16.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  228.01
• 氢给体数：
  2.0
• 氢受体数：
  17.0

反应信息

• 作为反应物：
  描述：

  3-(benzyloxycarbonylamino)propyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->3)-2-acetamido-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside 在 palladium on activated charcoal 氢气 、 溶剂黄146 、 三氟乙酸 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 1.17h， 生成
  参考文献：
  名称：

  Synthetic Potential of Fucosyltransferase III for the Synthesis of Fluorescent‐labeled Milk Oligosaccharides

  摘要：

  Various fundamental biologic roles of milk oligosaccharides have been recognized; however, their structure-affinity relationship is still not fully revealed. Herein, we describe the synthesis of the fluorescent-labeled milk oligosaccharides 3-(5-dimethylaminonaphthalene-1-sulfonylamino)propyl beta-D-galactopyranosyl-(1 -> 3)-[alpha-L-fucopyranosyl-(1 -> 4)]-2-acetamido-2-deoxy-beta-D-glucopyranoside (1) and 3-(5-dimethylamino-naphthalene-1-sulfonylamino)propyl beta-D-galactopyranosyl-(1 -> 3)-[alpha-L-fucopyranosyl-(1 -> 4)]-beta-D-glucopyranoside (2) as useful tools for synthetic, analytic, and biologic applications. For the fucosylation of lactose and lacto- N -biose, the chemical and the enzymatic syntheses using fucosyltransferase III were compared.

  DOI：

  10.1080/07328300500341965
• 作为产物：
  描述：

  3-[(N-Benzyloxycarbonyl)amino]propyl 2-N-acetamido-2-deoxy-β-D-glucopyranoside 在 三氟化硼乙醚 、 对甲苯磺酸 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 生成 3-(benzyloxycarbonylamino)propyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->3)-2-acetamido-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside
  参考文献：
  名称：

  Synthetic Potential of Fucosyltransferase III for the Synthesis of Fluorescent‐labeled Milk Oligosaccharides

  摘要：

  Various fundamental biologic roles of milk oligosaccharides have been recognized; however, their structure-affinity relationship is still not fully revealed. Herein, we describe the synthesis of the fluorescent-labeled milk oligosaccharides 3-(5-dimethylaminonaphthalene-1-sulfonylamino)propyl beta-D-galactopyranosyl-(1 -> 3)-[alpha-L-fucopyranosyl-(1 -> 4)]-2-acetamido-2-deoxy-beta-D-glucopyranoside (1) and 3-(5-dimethylamino-naphthalene-1-sulfonylamino)propyl beta-D-galactopyranosyl-(1 -> 3)-[alpha-L-fucopyranosyl-(1 -> 4)]-beta-D-glucopyranoside (2) as useful tools for synthetic, analytic, and biologic applications. For the fucosylation of lactose and lacto- N -biose, the chemical and the enzymatic syntheses using fucosyltransferase III were compared.

  DOI：

  10.1080/07328300500341965