Process for production of enantiomerically pure...

C - Chemistry – Metallurgy – 07 – D

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C07D 317/14 (2006.01) C07D 317/20 (2006.01) C07D 317/28 (2006.01) C07D 317/72 (2006.01) C25B 3/00 (2006.01)

Patent

CA 1328459

ABSTRACT OF THE DISCLOSURE A process is disclosed for the production of enantiomer-free 2,2,4-trisubstituted 1,3-dioxolanes of the general formula: Image (I) wherein R1 and R2 are either the same and represent hydrogen, an alkyl group with 1 to 4 C atoms, an aryl group or an arylalkyl group, or R1 and R2 together represent a 1,4-butanediyl or 1,5-pentanediyl group, and X is either a hydroxy group or, in a case in which R1 and R2 are not aryl groups, NHR3 wherein R3 is alkyl with 1 to 8 C atoms or aryl. The process comprises converting a corresponding substituted threonic acid or erythronic acid of the general formula: Image (II) or a salt thereof by electrolysis into the correspondingly substituted 1,3-dioxolane-4-carbaldehyde of the general formula: Image (III) The substituted 1,3-dioxolane-4,-carbaldehyde III is then converted, without isolation by reduction or reductive amination into the enantiomer-free 2,2,4-trisubstituted 1,3-dioxolane of formula I.

588068

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