Trifluoroacetic acid → HCID 54306624, compound

Participants

Reaction Steps

A solution of ethyl 5-BOC-amino-2-ethoxycarbonyl-2-[4-tetrahydropyranyloxy]-pentanoate in CH2Cl2 (20 ml), cooled at 0-5° C., is added with trifluoroacetic acid (5 ml). After a night at room temperature, the mixture is evaporated under vacuum to obtain, after trituration of the residue in ethyl ether, 3.86 g of 4,4-diethoxycarbonyl-4-(4-tetrahydropyranyloxy)-butylammonium trifluoroacetate. A suspension of the salt in AcOEt (25 ml) is neutralized, under stirring at 0-5° C., by careful addition of a 5% sodium bicarbonate aqueous solution. After separating the organic phase and re-extracting the aqueous phase with AcOEt (3×5 ml), the combined organic phases are dried over Na2SO4, and solvent is evaporated off to obtain 2.73 g of ethyl 5-amino-2-ethoxycarbonyl-2-[4-tetrahydropyranyloxy]-pentanoate.

Provenance & Evidence