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 discussed
1992
Barili, Pl; Berti, G; D'Andrea, Felicia; DI BUSSOLO, Valeria; Granucci, I.
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11568/173756
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