Groupements protecteurs benzyloxycarbonyles substitues alcalinolabiles

Esters, carbonates, thiocarbonates and carbamates of p-hydroxybenzylcarbonylglycine have been prepared. Free glycine is regenerated in weak alkaline medium by hydrolysis of the acyloxy group followed by an 1–6 elimination. Generally, these compounds are more stable than Z-glycine in trifluoroacetic acid. A series of protected aminoacids and dipeptides has been prepared too. Dilute soda or hydrogen peroxide in ammonia rapidly cleave the protecting group.