HCID 13419957, compound → HCID 70511483, compound

Participants

Reaction Steps

A solution of [N-(tert-butyloxycarbonyl)-O-(tert-butyl)-L-tyrosyl]-N-methyl-N-(3-phenylpropyl)-D-methioninamide (601 mg.) in hydrogen chloride-ethyl acetate (3.9 N, 5 ml.) was stirred at room temperature for one hour, then concentrated. The residue was purified by reverse phase high pressure liquid chromatography on octadecylsilated silica gel (350 g.) using ammonium acetate (0.15%) in methanol-water (3:2) as the eluant (200 ml./min.). A solution of the product, which appeared in fraction 3 (k'=3.75-5.75), in hydrochloric acid (0.0936N, 20 ml.) and water (20 ml.) was lyophilized. The product was twice more lyophilized, affording as an amorphous white solid L-tyrosyl-N-methyl-N-(3-phenylpropyl)-D-methioninamide monohydrochloride (0.21 g.), whose free base is the compound of Formula II wherein Q is Met, R1 and R2 are each hydrogen, R4 is (CH2)nY wherein n is 3 and Y is phenyl and R5 is methyl.

Provenance & Evidence