	US 7,538,245 B2
	Process for the manufacture of an enantiopure compound
Roland Callens, Grimbergen (Belgium); Georges Blondeel, Aalst (Belgium); Cyrille Pousset, Brussels (Belgium); and Ronan Gire, Brussels (Belgium)
Assigned to Solvay S.A., (Belgium)
Appl. No. 10/570,933 PCT Filed Sep. 08, 2004, PCT No. PCT/EP2004/052094 § 371(c)(1), (2), (4) Date Mar. 08, 2006, PCT Pub. No. WO2005/023838, PCT Pub. Date Mar. 17, 2005.
Claims priority of application No. 03 10582 (FR), filed on Sep. 09, 2003.
Prior Publication US 2007/0027326 A1, Feb. 01, 2007
Int. Cl. C07C 51/42 (2006.01)

U.S. Cl. 562—608 [562/600]

20 Claims

1. A process for the manufacture of an enantiopure compound comprising at least one functional group capable of reacting with an activated carboxyl group, starting from a mixture of enantiomers of the said compound, in which process;

(a) a reaction medium comprising the mixture of enantiomers and an enantiopure amino acid reagent, in which at least one amino group is protected by a sulfonyl group and at least one carboxyl group is activated, is subjected to conditions appropriate for bringing about the reaction of the functional group with the activated carboxyl group, so as to form a carbonyl bond;

(b) the mixture of diastereomers obtained is subjected to a separation operation, so as to obtain at least one fraction composed essentially of a diastereomer;

(c) at least a portion of the said fraction is subjected to a stage of cleavage of the carbonyl bond under conditions under which the protective group is essentially stable; and

(d) the enantiopure compound and an enantiopure derivative of the amino acid in which at least one amino group is protected by a sulfonyl group are recovered wherein the functional group capable of reacting with the activated carboxyt group is chosen from an amino group, which is optionally monoalkylated, a hydroxyl group or a thiol group.