Triphenylphosphine → (+)-Tertbutyl 2,6-dimethyl-4-phenyl-5-carboxy-1,4-dihydropyridine-3-carboxylate

HRID 5653

Reaktionsgleichung

Reaktionsgleichung von HRID 5653
[CH3:1][C:2]1[NH:3][C:4]([CH3:27])=[C:5]([C:24]([O-:26])=[O:25])[CH:6]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[C:7]=1[C:8]([O:10]CC=CC(C)(C)C)=[O:9].[CH:28]([O-])=O.[NH4+].C1(P([C:45]2[CH:50]=[CH:49]C=CC=2)C2C=CC=CC=2)C=CC=CC=1>O1CCOCC1.[Pd]>[CH3:1][C:2]1[NH:3][C:4]([CH3:27])=[C:5]([C:24]([OH:26])=[O:25])[CH:6]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[C:7]=1[C:8]([O:10][C:50]([CH3:49])([CH3:45])[CH3:28])=[O:9]

Komponenten

6

Edukt 3

HCID 11776TriphenylphosphineHCID 2723923Ammonium formateHCID 86747214(+) Tertbutyl,allyl 2,6-dimethyl-4phenyl-1,4-dihydropyridine-3,5-dicarboxylate

Produkt 1

HCID 19796437(+)-Tertbutyl 2,6-dimethyl-4-phenyl-5-carboxy-1,4-dihydropyridine-3-carboxylate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

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.

Quellen und Nachweise

ORD-Eintrag
ord-6cc3dc8dfa924976a59acdde99fd9910
Quelldatensatz
uspto-grants-1993_09
Patentnummer
US05245039

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