disilver phenyl phosphate | 66924-56-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磷酸及其衍生物
• 英文名称: disilver phenyl phosphate
• 英文别名: Disilber-phenylphosphat；Silver;phenyl phosphate
• CAS: 66924-56-9
• 化学式: 2Ag*C₆H₅O₄P
• 分子量: 387.813
• InChiKey: WAJJESHDDATLFU-UHFFFAOYSA-L

计算性质

• 辛醇/水分配系数(LogP)：
  -0.11
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  72.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  disilver phenyl phosphate 、 2,3,4,6-四-O-乙酰基-1-溴-Alpha-D-甘露糖 以 甲苯 为溶剂， 反应 18.0h， 以78%的产率得到[(2R,3R,4S,5S,6R)-3,4,5-triacetyloxy-6-[phenoxy-[(2R,3S,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxyphosphoryl]oxyoxan-2-yl]methyl acetate
  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：

  sodium phenyl phosphate 、 silver nitrate 以 水 为溶剂， 生成 disilver phenyl phosphate
  参考文献：
  名称：

  Chantrenne, H., 1948, vol. 2, p. 286 - 293

  摘要：

  DOI：
• 作为试剂：
  描述：

  bromocholine 在 乙醇 、 disilver phenyl phosphate 作用下， 生成 神经碱
  参考文献：
  名称：

  Riley, Journal of the American Chemical Society, 1944, vol. 66, p. 513

  摘要：

  DOI：

文献信息

• Biologically Reversible Phosphate-Protective Groups
  作者：David Farquhar、Devendra N. Srivastva、Nancy J. Kuttesch、Priscilla P. Saunders

  DOI：10.1002/jps.2600720332

  日期：1983.3
• Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: Ag: MVol.B4, 18.11.3, page 40 - 40
  作者：

  DOI：——

  日期：——
• Foss, M. E.; Gibson, C. S., Journal of the Chemical Society
  作者：Foss, M. E.、Gibson, C. S.

  DOI：——

  日期：——
• Structure and synthesis of isomers of novel binuclear cobalt(III)-phenyl phosphate complexes
  作者：David R. Jones、Leonard F. Lindoy、Alan M. Sargeson、Michael R. Snow

  DOI：10.1021/ic00142a010

  日期：1982.12
• Mono, di and tri-mannopyranosyl phosphates as mannose-1-phosphate prodrugs for potential CDG-Ia therapy
  作者：Renaud Hardré、Amira Khaled、Alexandra Willemetz、Thierry Dupré、Stuart Moore、Christine Gravier-Pelletier、Yves Le Merrer

  DOI：10.1016/j.bmcl.2006.09.074

  日期：2007.1

  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.