DPJ-489

Chemical Name: 1-[(3beta,16beta,17beta)-17-(Acetoxy)-3-(1-methylpyrrolidinio)androst-5-en-16-yl]-1-methylpiperidinium diiodide; (3beta,16beta,17beta)-17-(Acetoxy)-16-(1-methylpiperidinium-1-yl)-3-(1-methyl-1-pyrrolidiniumyl)androst-5-ene diiodide
CAS No. 350026-81-2
项目整合开发状态: Preclinical
项目研究机构: Panjab University (Originator), University of Strathclyde (Originator)
合成路线:Condensation of 16-alpha-bromo-3-beta-hydroxy-5-androsten-17-one (I) with piperidine (II) produced the 16-piperidino derivative (III).Oppenauer oxidation of alcohol (III) with concomitant double-bond migration afforded the unsaturated ketone (IV),which was subsequently condensed with pyrrolidine (V) to yield the dienamine (VI).Reduction of the enamine and ketone functions of (VI) with NaBH4 gave the pyrrolidino alcohol (VII).This was then esterified with acetic anhydride in hot pyridine,yielding acetate (VIII).Finally,quaternization of (VIII) with methyl iodide provided the title bis-ammonium salt.