新产品编号:2014395

Chemical Name: 3-(N-Acetyl-N-hydroxyamino)propylphosphonic acid bis(4-methoxyphenyl) diester
项目整合开发状态: Preclinical
项目研究机构: Jomaa Pharma (Originator), Justus-Liebeg-Universit鋞 Giessen (Originator), Philipps-Universit鋞 Marburg (Originator)
合成路线:The reaction of 1,3-dibromopropane (I) with triethyl phosphite (II) at 160 C gives triethyl 3-bromopropylphosphonate (III),which is treated with Tms-Br and water to yield the corresponding phosphonic acid (IV).The reaction of (IV) with PCl3 in refluxing chloroform affords the acyl chloride (V),which is treated with 4-methoxyphenol (VI) and pyridine to provide the expected 4-methoxyphenyl diester (VII).The reaction of (VII) with N,O-bis(tert-butoxycarbonyl)hydroxylamine (VIII) by means of NaH in DMF gives the fully protected hydroxyamino derivative (IX),which by treatment with TFA in dichloromethane yields 3-(hydroxyamino)propylphosphonic acid 4-methoxyphenyl diester (X).Finally,this compound is acylated with Ac-Cl and TEA in ethyl ether to afford the target N-acetylhydroxyamino compound.