EP 0000243 A1 19790110 - Process for preparing 3,5:4,6- protected derivatives of L- or D- gulonic acid, their use in preparing 2- keto-L- or D- gulonic acid or their esters or L- or D- ascorbic acid, and certain novel 2-nitrato-gulonate intermediates.
Title (en)
Process for preparing 3,5:4,6- protected derivatives of L- or D- gulonic acid, their use in preparing 2- keto-L- or D- gulonic acid or their esters or L- or D- ascorbic acid, and certain novel 2-nitrato-gulonate intermediates.
Title (de)
Verfahren zur Herstellung von 3,5:4,6- geschützten Derivaten von L- oder D- Gulonsäure, ihre Verwendung zur Herstellung von 2- Keto-L- oder D- Gulonsäure oder deren Estern oder L- oder D- Ascorbinsäure und neue 2-Nitrato-gulonate als Zwischenprodukte.
Title (fr)
Procédé de préparation de derivés protégés en 3,5:4,6 de l'acide L- ou D- gulonique, utilisation de ceux-ci pour préparer l'acide 2-céto-L- ou D- gulonique ou leurs esters ou l'acide ascorbique, et nouveaux 2-nitratogulonates comme intermédiaires.
Publication
Application
Priority
US 80588077 A 19770613
Abstract (en)
The invention relates to a process in which a 3,5:4,6-protected derivative of L- or D-glulonic acid is prepared by contecting L- or D-gulono-1,4-lactone with an aldehyde dialkyl acetal, or with an aldehyde and an alcohol, in the presence of an acid having a pKa of less than 3. This protected derivative may be oxidised and hydrolysed to 2-keto-L- or D-gulonic acid or ester thereof, which in turn may be hydrolysed to L- or D-ascorbic acid. L-ascorbic acid is of course Vitamin C. The invention also relates to the novel intermediates produced by the above processes.
IPC 1-7
IPC 8 full level
C07D 307/62 (2006.01); C07D 493/04 (2006.01); C07H 7/02 (2006.01); C07H 7/027 (2006.01); C07H 9/04 (2006.01)
CPC (source: EP US)
C07D 307/62 (2013.01 - EP US); C07D 493/04 (2013.01 - EP US); C07H 7/027 (2013.01 - EP US); C07H 9/04 (2013.01 - EP US)
Citation (search report)
- [D] GB 763055 A 19561205 - NAT RES DEV
- [AD] CH 240725 A 19460115 - TNO [NL]
- [D] REC. TRAV. CHIM. DES PAYS-BAS, 74 (1955) pages 1365-1370.
Designated contracting state (EPC)
BE CH DE FR GB LU NL
DOCDB simple family (publication)
EP 0000243 A1 19790110; EP 0000243 B1 19810107; CA 1096397 A 19810224; DE 2860399 D1 19810226; DK 262178 A 19781214; IE 47197 B1 19840111; IE 781171 L 19781213; IT 1096711 B 19850826; IT 7824473 A0 19780612; JP S545917 A 19790117; JP S563357 B2 19810124; US 4232168 A 19801104
DOCDB simple family (application)
EP 78300017 A 19780605; CA 305179 A 19780609; DE 2860399 T 19780605; DK 262178 A 19780612; IE 117178 A 19780609; IT 2447378 A 19780612; JP 7070578 A 19780612; US 80588077 A 19770613