1,5-Anhydro-D-galactitol, easily available from D-galactose, was selectively protected in positions 2,3 and 4 and converted into 5-O-acetyl-2,6-anhydro-3-deoxy-L-threo-hex-2-enonic acid methyl ester, which, on reaction with MCPBA in acetic acid gave 2,5-di-0-acetyl-alfa-L-lyxo-hex- 2-ulopyranosonic acid methyl ester. Reaction of the latter with sodium methaxide produced sodium L-ascorbate in high yield. Several side-reactions and the cor$ormations of some of the intermediates are also discussed
A new synthesis of L-ascorbic acid from D-galactose
D'ANDREA, FELICIA;DI BUSSOLO, VALERIA;
1992-01-01
Abstract
1,5-Anhydro-D-galactitol, easily available from D-galactose, was selectively protected in positions 2,3 and 4 and converted into 5-O-acetyl-2,6-anhydro-3-deoxy-L-threo-hex-2-enonic acid methyl ester, which, on reaction with MCPBA in acetic acid gave 2,5-di-0-acetyl-alfa-L-lyxo-hex- 2-ulopyranosonic acid methyl ester. Reaction of the latter with sodium methaxide produced sodium L-ascorbate in high yield. Several side-reactions and the cor$ormations of some of the intermediates are also discussedFile in questo prodotto:
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