S-303

Chemical Name: N-(9-Acridinyl)-beta-alanine 2-[bis(2-chloroethyl)amino]ethyl ester
CAS No. 220180-88-1
项目整合开发状态: Phase III
项目研究机构: Cerus (Originator), Baxter (Licensee)
合成路线:Activation of N-Boc-beta-alanine (I) as the mixed anhydride (II) with isobutyl chloroformate,followed by condensation with triethanolamine (III),furnished the [bis(2-hydroxyethyl)amino]ethyl ester (IV).Silylation of the free hydroxyl groups of (IV) by means of tert-butyldimethylsilyl chloride and imidazole afforded the bis-silylether (V).The N-Boc protecting group of (V) was then selectively removed upon treatment with trifluoroacetic acid to give amino ester (VI).This was subsequently coupled with 9-methoxyacridine (VII),yielding adduct (VIII),which was further desilylated with HF/pyridine.The resultant bis(hydroxyethyl) derivative (IX) was finally converted to the target dichloro compound by treatment with thionyl chloride.