.alpha.-Chlorinated carbonates

Details .alpha.-Chlorinated carbonates .alpha.-Chlorinated carbonates

1985-02-14

1987-03-24

Daus, Donald G.

Organic compounds -- part of the class 532-570 series

Organic compounds

Silicon containing

558260, 558272, 558277, C07C 6996, C07C 6802

Patent

active

046526650

ABSTRACT:
The invention relates to new .alpha.-chlorinated carbonates characterized in that their formula is: ##STR1## in which X is a fluorine, chlorine or bromine atom and R.sup.1 is different from the ##STR2## group and represents; a substituted or non-substituted, saturated or unsaturated, aliphatic, araliphatic, primary, secondary, tertiary or cycloaliphatic radical.
These .alpha.-chlorinated carbonates are prepared by the action of a compound of formula R.sup.1 OH on a chloroformate of formula: ##STR3## 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.degree. to 100.degree. C. in the presence of an acid scavenger. Blocked amines are very useful in peptide synthesis.

REFERENCES:
patent: 3467690 (1969-09-01), Chamberlin
patent: 3875207 (1975-04-01), Iselin et al.
patent: 3944590 (1976-03-01), Iselin et al.
patent: 4440692 (1984-04-01), Kalbacher et al.
Hales et al., Chemical Abstracts, vol. 51: 7148f, 1957.

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