Cicloprolol hydrochloride, SL-7517710

倍他洛尔 环丙洛尔 Chemical Name: (?-1-[4-[2-(Cyclopropylmethoxy)ethoxy]phenoxy]-3-[(1-methylethyl)amino]-2-propanol hydrochloride; (?-1-[p-[2-Cyclopropylmethoxy)ethoxy]phenoxy]-3-(isopropylamino)-2-propanol hydrochloride
CAS No. 94651-09-9 (free base), 63659-12-1 (free base, non-specified stereoch.), 63686-79-3 (undefined stereoch.)
项目整合开发状态: Phase III
项目研究机构: Sanofi-Aventis (Originator)
合成路线:The alkylation of 4-benzyloxyphenol (I) with 2-(cyclopropylmethoxy)ethyl mesylate (II) by means of NaOCH3 in refluxing methanol gives 4-[2-(cyclopropylmethoxy)-1-ethoxy]phenylmethoxybenzene (III),which is debenzylated by hydrogenolysis with H2 over PdC in methanol yielding 4-[2-(cyclopropylmethoxy)-1-ethoxy]phenol (IV).The treatment of (IV) with epichlorohydrin (V) in aqueous NaOH affords 1-[4-[2-(cyclopropylmethoxy)ethoxyphenoxy]-2,3-epoxy]propane (VI).Finally,this compound is treated with an excess of isopropylamine at room temperature to yield cicloprolol.