.alpha.-chlorinated carbonates, their method of manufacture...

C - Chemistry – Metallurgy – 07 – C

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C07C 69/96 (2006.01) C07D 207/16 (2006.01) C07D 209/20 (2006.01) C07D 233/54 (2006.01) C07F 7/08 (2006.01)

Patent

CA 1244452

Abstract New .alpha.-chlorinated carbonates, their method of manufacture and application in the protection of the amine functions of amino acids The invention relates to new .alpha.-chlorinated carbonates charac- terized in that their formula is: Image in which X is a fluorine, chlorine or bromine atom and R1 is different from the Image group and represents: - a substituted or non-substituted,saturated or unsaturated, aliphatic, araliphatic, primary, secondary, tertiary or cyclo- aliphatic radical. These .alpha.-chlorinated carbonates are prepared by the action of a compound of formula R1OH on a chloroformate of formula: Image in a solvent medium in the presence of an acid scavenger which is added after the two preceding compounds. They are used to block the amine function of amino acids. The .alpha.-chlorinated carbonate and amino acid are reacted in a solvent medium at a temperature of -5° to 100°C in the presence of an acid scavenger. Blocked amines are very useful in peptide synthesis.

474425

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