Hydrazine hydrate (1:1) → ZTyr(Bz)D-AlaNHNH2

Participants

Reaction Steps

A solution of hydrazine hydrate (5.05 ml.) in ethanol (45 ml.) was added to a solution of (N-benzyloxycarbonyl-O-benzyl-L-tyrosyl)-D-alanine methyl ester (15.18 g.) in tetrahydrofuran (135 ml.). The resulting solution was stirred at room temperature and seeded. (N-Benzyloxycarbonyl-O-benzyl-L-tyrosyl)-D-alanyl hydrazide (13.2 g.; m.r. 216°-218° C.; [α]D25 -21.4°, c=2, dimethylformamide) separated from the solution as a crystalline solid.

Provenance & Evidence