新型沙美特罗衍生物的合成

Synthesis of a Novel Salmeterol Derivative

以沙美特罗的缩酮保护产物为原料,经长链仲氨的叔丁氧羰基保护、分子内酯交换反应选择性保护氨基间位的苄羟基、脱缩酮保护、与昔萘酸甲酯的Friedel-Crafts反应后再经碱水解合成了一个新型的沙美特罗衍生物——1-羟基-4-【2-羟基-5-【1-羟基-2-{[6-(4-苯丁氧基)]己氨基}乙基】苯甲基】-2-萘甲酸,总收率16.3%,其结构经1H NMR和MS表征。

A novel Salmeterol derivative,1-hydroxy-4-【2-hydroxy-5-【1-hydroxy-2-{[6-（4-phenylbutoxy） hexyl]amino} ethyl】phenmethyl】-2-naphthalenecarboxylic acid,was synthesized in total yield of 16.3% by a five-step reaction of Boc selective protection of sec-amino group,intramolecular ester exchange reaction,ketal protection,Friedel-Crafts reaction of methyl naphthalene acid and hydrolysis,using the ketal protected Salmeterol as the starting material.The structure was characterized by1 H NMR and MS.