title: Preparation and improved stability of N-Boc-alpha-amino-5-acyl Meldrum's acids, a versatile class of building blocks for combinatorial chemistry.
abstract: The preparation of novel N-Boc-alpha-amino-5-acyl Meldrum's acids is described. The synthetic inaccessibility and instability of several of these products have led to the development of a protocol that allows the synthesis of their corresponding 4-(dimethylamino)pyridine (DMAP) salts (5-AMA-DMAP's), which exhibit superior stability compared to that of the free 5-AMA. A simple and expedient ion-exchange method was developed for the quantitative removal of DMAP to liberate the synthetically useful DMAP-free form when needed.
authors.affiliation: Affymax, Inc., 4001 Miranda Avenue, Palo Alto, CA 94304, USA.
authors.forename: Stephen P
authors.initials: SP
authors.lastname: Raillard
authors.forename: Weiwei
authors.initials: W
authors.lastname: Chen
authors.forename: Edward
authors.initials: E
authors.lastname: Sullivan
authors.forename: William
authors.initials: W
authors.lastname: Bajjalieh
authors.forename: Ashok
authors.initials: A
authors.lastname: Bhandari
authors.forename: Ted A
authors.initials: TA
authors.lastname: Baer