Laurocapram, N-0252, TraZone, Azone

阿昔洛韦Chemical Name: 1-Dodecylhexahydro-2H-azepin-2-one
CAS No. 59277-89-3
项目整合开发状态: Phase III
项目研究机构: UCB (Originator)
合成路线:By condensation of azacycloheptan-2-one (I) with 1-bromododecane (II) by means of NaH in refluxing toluene.

合成路线:Coupling of piperazine (I) with chloro derivative (II) by means of K2CO3 and KI in acetone affords protected compound (III),which is then condensed with acid chloride (IV) by means of n-BuLi in THF to yield amide (V).Deprotection of (V) by hydrogenation over Pd/C in EtOH provides (VI),which is finally cyclized by treatment with POCl3 in DMF.Alternatively,the synthesis of the target product can be achieved by an analogous route: Acylation of amine (VII) with acid chloride (IV) by means of K2CO3 in CH2Cl2 provides amide (VIII),which is then cyclized by heating with POCl3 in DMF/benzene to give oxazole (IX).Finally,(IX) is condensed with piperazine (I) by means of K2CO3 and KI in acetone.