A concise synthesis of 5-amino-5-deoxyaldonic acids as monomers for the preparation of nylon 5.
Saponification of 5-azido-5-deoxy-D-pentonolactones (ribo-, arabino-, xylo-) with NaOH gave the corresponding 5-azido-5-deoxyaldonic acids sodium salts which, after regeneration of the acid form followed by catalytic reduction, led to the target compounds in 98% overall yields.
Falentin
Céline
C
Laboratoire des Glucides, UMR 6219, Université de Picardie Jules Verne, 33 Rue Saint-Leu F-80039 Amiens, France.
Beaupère
Daniel
D
Demailly
Gilles
G
Stasik
Imane
I
D002384:Catalysis; D009757:Nylons / Q000138:chemical synthesis* / Q000737:chemistry; D010084:Oxidation-Reduction; D012972:Sodium Hydroxide / Q000737:chemistry; D013400:Sugar Acids / Q000138:chemical synthesis* / Q000737:chemistry*
D009757:Nylons; D013400:Sugar Acids; D012972:Sodium Hydroxide