Stereospecific Prenalterol

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prenalterol synthesis:



condensation of monobenzone (2) epoxide derived α-d-glucofuranose affords glycosylated derivative (3). hydrolytic removal of acetonide protecting groups followed cleavage of sugar periodate gives aldehyde (4). reduced glycol means of nabh4 , terminal alcohol converted mesylate (5). displacement of leaving group isopropylamine followed hydrogenolytic removal of o-benzyl ether affords β1-adrenergic selective adrenergic agonist prenalterol (6).








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