BAL-9602

Chemical Name: 1-[N-[3,7,11,15-Tetramethyl-2(E),6(E),10(E,)14-hexadecatetraenyloxy]carbamoyl]propylphosphonic acid
CAS No. 191801-19-1, 191800-82-5 (dipotassium salt)
项目整合开发状态: Preclinical
项目研究机构: Baldacci (Originator)
合成路线:Mitsunobu coupling of geranylgeraniol (I) with N-hydroxyphthalimide (II) in the presence of diethyl azodicarboxylate and triphenylphosphine produced the N-alkoxyphthalimide (III).Subsequent hydrazinolysis of the phthaloyl group of (III) gave rise to the O-alkyl hydroxylamine (IV).(2-Diethylphosphono)butyric acid (VI),prepared by partial hydrolysis of triethyl ester (V),was then coupled with hydroxylamine (IV) using 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide-HCl and 1-hydroxybenzotriazole to furnish the N-alkoxyamide (VII).The phosphonate ester groups were finally cleaved by treatment with bromotrimethylsilane and 2,4,6-collidine.