Solid-phase preparation of hydantoins through a new cyclization/cleavage step.
An efficient process for the solid-phase synthesis of hydantoins has been developed. The amino acid starting material is anchored to the resin from its carboxylic acid end through formation of a very stable amide bond. After introduction of different functional groups, the cleavage/cyclization step can be performed in acidic or basic conditions.
Lamothe
Marie
M
Centre de Recherche Pierre Fabre, Chimie Médicinale IV, 17 Avenue Jean Moulin, 81106 Castres Cédex 06, France.
Lannuzel
Marc
M
Perez
Michel
M
D000596:Amino Acids / Q000737:chemistry; D020650:Combinatorial Chemistry Techniques / Q000379:methods*; D003432:Cross-Linking Reagents / Q000737:chemistry; D003500:Cyclization; D006827:Hydantoins / Q000138:chemical synthesis*; D006868:Hydrolysis; D012117:Resins, Synthetic
D000596:Amino Acids; D003432:Cross-Linking Reagents; D006827:Hydantoins; D012117:Resins, Synthetic