| 926646-34-6

• 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
• CAS: 926646-34-6
• 化学式: C₂₂H₃₅BrO₉
• 分子量: 523.418
• InChiKey: PTFMJZRJAHJGDH-DKGSKVKPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.59
• 重原子数：
  32.0
• 可旋转键数：
  13.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  114.43
• 氢给体数：
  0.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  、 benzylphosphoric acid silver salt 以 甲苯 为溶剂， 反应 18.0h， 生成 Butyric acid (2R,3S,4S,5R,6R)-2-[benzyloxy-((2R,3S,4S,5R,6R)-3,4,5-tris-butyryloxy-6-butyryloxymethyl-tetrahydro-pyran-2-yloxy)-phosphoryloxy]-4,5-bis-butyryloxy-6-butyryloxymethyl-tetrahydro-pyran-3-yl ester
  参考文献：
  名称：

  Mono, di and tri-mannopyranosyl phosphates as mannose-1-phosphate prodrugs for potential CDG-Ia therapy

  摘要：

  An efficient and convergent method for the synthesis of mannose-1-phosphate prodrugs is described as a potential therapy for congenital disorders of glycosylation-la (CDG-Ia). The key feature of the proposed approach is the silver assisted nucleophilic substitution of 2,3,4,6-tetra-O-protected-alpha-D-mannopyranosyl bromides with various silver phosphate salts to afford mono, di, and tri-mannopyranosyl phosphates. A preliminary biological evaluation of the synthesized phosphate prodrugs has been carried out. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.09.074
• 作为产物：
  描述：

  丁酸酐 、 甘露糖 在 4-二甲氨基吡啶 、 三乙胺 、 氢溴酸 、 溶剂黄146 作用下， 以 二氯甲烷 为溶剂， 以70%的产率得到
  参考文献：
  名称：

  Mono, di and tri-mannopyranosyl phosphates as mannose-1-phosphate prodrugs for potential CDG-Ia therapy

  摘要：

  An efficient and convergent method for the synthesis of mannose-1-phosphate prodrugs is described as a potential therapy for congenital disorders of glycosylation-la (CDG-Ia). The key feature of the proposed approach is the silver assisted nucleophilic substitution of 2,3,4,6-tetra-O-protected-alpha-D-mannopyranosyl bromides with various silver phosphate salts to afford mono, di, and tri-mannopyranosyl phosphates. A preliminary biological evaluation of the synthesized phosphate prodrugs has been carried out. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.09.074