2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl-(1->3)-1,2-O-isopropylidene-α-D-glucofuranose | 343980-12-1

• 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: 2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl-(1->3)-1,2-O-isopropylidene-α-D-glucofuranose
• CAS: 343980-12-1
• 化学式: C₄₃H₄₂O₁₅
• 分子量: 798.797
• InChiKey: QWVYDHIZDLIHCV-NDAANBPTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.86
• 重原子数：
  58.0
• 可旋转键数：
  13.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  191.81
• 氢给体数：
  2.0
• 氢受体数：
  15.0

反应信息

• 作为反应物：
  描述：

  [(2R,3R,4S,5S,6S)-3,4,5-三苯甲酰氧基-6-(2,2,2-三氯亚氨代乙酰)氧基-四氢吡喃-2-基]甲基苯甲酸酯 、 2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl-(1->3)-1,2-O-isopropylidene-α-D-glucofuranose 在 三氟甲磺酸三甲基硅酯 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 以73.1%的产率得到2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl-(1->3)-[2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl-(1->6)]-1,2-O-isopropylidene-α-D-glucofuranose
  参考文献：
  名称：

  Synthesis of mannose-containing analogues of (1→6)-branched (1→3)-glucohexaose (I)

  摘要：

  alpha-D-Manp-(1-->3)-[alpha-D-Manp-(1-->6)]-alpha-D-Glcp-(1-->3)-beta-D-Glcp-(1-->3)-[alpha-D-Manp-(1-->6)]-D-Glcp and alpha-D-Manp-(1-->3)-[beta-D-Glcp-(1-->6)]-alpha-D-Glcp-(1-->3)-beta-D-Glcp-(1-->3)[-alpha-D-Manp-(1-->6)]-D-Glcp were synthesized in a regio- and stereoselective way as the mannose-containing analogues of the immunomodulating beta-D-Glcp-(1-->3)-[beta-D-Glcp-(1-->6)]-alpha-D-Glcp-(1-->3)-beta-D-Glcp-(1 -->3)-[beta-D-Glcp-(1-->6)]-D-Glcp. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0008-6215(03)00263-5
• 作为产物：
  描述：

  [(2R,3R,4S,5S,6S)-3,4,5-三苯甲酰氧基-6-(2,2,2-三氯亚氨代乙酰)氧基-四氢吡喃-2-基]甲基苯甲酸酯 在 三氟甲磺酸三甲基硅酯 、 水 、 溶剂黄146 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 生成 2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl-(1->3)-1,2-O-isopropylidene-α-D-glucofuranose
  参考文献：
  名称：

  Synthesis of mannose-containing analogues of (1→6)-branched (1→3)-glucohexaose (I)

  摘要：

  alpha-D-Manp-(1-->3)-[alpha-D-Manp-(1-->6)]-alpha-D-Glcp-(1-->3)-beta-D-Glcp-(1-->3)-[alpha-D-Manp-(1-->6)]-D-Glcp and alpha-D-Manp-(1-->3)-[beta-D-Glcp-(1-->6)]-alpha-D-Glcp-(1-->3)-beta-D-Glcp-(1-->3)[-alpha-D-Manp-(1-->6)]-D-Glcp were synthesized in a regio- and stereoselective way as the mannose-containing analogues of the immunomodulating beta-D-Glcp-(1-->3)-[beta-D-Glcp-(1-->6)]-alpha-D-Glcp-(1-->3)-beta-D-Glcp-(1 -->3)-[beta-D-Glcp-(1-->6)]-D-Glcp. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0008-6215(03)00263-5