Réaction #5749

ord-6cc3dc8dfa924976a59acdde99fd9910

Équation de réaction

CC1=C(C(=O)[O-])C(c2ccccc2)C(C(=O)OCC=CC(C)(C)C)=C(C)N1
(+) tertbutyl,allyl 2,6-dimethyl-4phenyl-1,4-dihydropyridine-3,5-dicarboxylate
O=C[O-].[NH4+]
ammonium formate
c1ccc(P(c2ccccc2)c2ccccc2)cc1
triphenylphospine
→
CC1=C(C(=O)O)C(c2ccccc2)C(C(=O)OC(C)(C)C)=C(C)N1
(+)-tertbutyl 2,6-dimethyl-4-phenyl-5-carboxy-1,4-dihydropyridine-3-carboxylate

Réactifs

CC1=C(C(=O)[O-])C(c2ccccc2)C(C(=O)OCC=CC(C)(C)C)=C(C)N1
(+) tertbutyl,allyl 2,6-dimethyl-4phenyl-1,4-dihydropyridine-3,5-dicarboxylate
O=C[O-].[NH4+]
ammonium formate
c1ccc(P(c2ccccc2)c2ccccc2)cc1
triphenylphospine

Réactifs

[Pd]
Pd

Solvants

C1COCCO1
dioxane

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Mode opératoire

A sample of (+) tertbutyl,allyl 2,6-dimethyl-4phenyl-1,4-dihydropyridine-3,5-dicarboxylate is treated in dioxane with 10% Pd on C, ammonium formate and triphenylphospine to give (+)-tertbutyl 2,6-dimethyl-4-phenyl-5-carboxy-1,4-dihydropyridine-3-carboxylate.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US05245039uspto-grants-1993_09