Hydrochloric Acid → HCID 23322550, compound

Participants

Reaction Steps

3-Amino-1-t-butoxycarbonylmethylperhydroazocin-2-one is treated with 4N HCl in ethyl acetate to afford 3-amino-1-carboxymethylperhydroazocin-2-one hydrochloride. An aqueous solution of this hydrochloride and 3-5 equivalents of an α-ketoacid from Table III is adjusted to pH 6.5 with sodium hydroxide and treated with 3 equivalents of sodium cyanoborohydride for 18 hours. The product is absorbed on a strong acid ion exchange resin and eluted with 5% pyridine in water. Lyophilization affords the products of Formula I listed in Table II in which R2, R3 =H and R, R4 =OH.

Provenance & Evidence