Preparation of peptides
AssigneeThe Dow Chemical Company
InventorsLinneaus C. Dorman, Edwin C. Steiner
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Abstract
The preparation of the azide of a carboxylic acid by reacting the hydrazide of the acid with nitrous acid is facilitated by using the organic solvent-soluble complex of an alkali metal nitrite with an ethylene oxide or propylene oxide cyclic polymer as the nitrous acid source. The improvement is particularly useful as a means for making peptides by the coupling reaction of an amino acid ester or other derivative with an acid azide in an anhydrous reaction medium.
Claims1
In the process for making methyl N,N'-dicarbobenzyloxy-.epsilon.-aminocaproyl-L-lysyl-.epsilon.-aminocaproa te by reacting the azide of N,N'-dicarbobenzyloxy-.epsilon.-aminocaproyl-L-lysine hydrazide with methyl .epsilon.-aminocaproate, the improvement wherein said azide is provided as the reaction mixture formed by nitrosylating the corresponding hydrazide in an essentially anhydrous organic solvent medium using as the source of nitrous acid the alkali metal nitrite complex with the cyclic pentamer of ethylene oxide.
Dependencies are inferred from the claim text.