N, n '- di - succinimidyl -, n, n' - diphthalimidyl - and n, n '- to (5 - norbornene - 2,3 - dicarboxyimidyl) - carbonate, a method for the preparation of these compounds and use thereof as a reagent for the preparation of active esters of amino acids

摘要

NEW MATERIAL:A carbonate compound of formula I (R is succinimide, phthalimide, or 5-norbornene-2,3-carboxyimide). EXAMPLE:N,N'-Disuccinimidyl carbonate of formula II. USE:Agent for forming active ester of an amino acid. An active ester can be obtained easily, in high yield, under mild conditions, by reacting said carbonate compound with an amino acid. Resistant to racemization. Also low racemization tendency in the preparation of peptides from the active ester. PROCESS:The compound I is obtained either by (a) reacting a compound ROH with a silylating agent, and then reacting the product with phosgene, or (b) reacting molten ROH with trichloromethyl chloroformate, or (c) reacting ROH with trichloromethyl chloroformate in a non-polar solvent with heating.