3-Phenylprop-2-En-1-Ol → (-)-4-(3-azidophenyl)-I,4-dihydro-2,6-dimethylpyridine-3,5-dicarboxylic acid monomethyl ester

HRID 1975612Notes

Reaction equation

HRID 1975612 reaction equation
[CH2:1]([OH:10])[CH:2]=[CH:3][C:4]1C=CC=CC=1.N1C=CN=C1C[C:17]1[CH:22]=[CH:21][C:20]([CH:23]=[CH:24][CH2:25][OH:26])=[CH:19][CH:18]=1.[N:27]1[CH:32]=[CH:31]C=C(CC2C=CC(C=CCO)=CC=2)C=1.N1(CC2C=CC(C=C[CH2:58][OH:59])=CC=2)C=NC=N1.[N:60]1(CC2C=CC(C=CCO)=CC=2)C=N[N:62]=[N:61]1.C[O:77]CCO>C(O)(C)C.C(O)CC.C(O)C.CO>[CH3:58][O:59][C:25]([C:24]1[CH:23]([C:20]2[CH:19]=[CH:18][CH:17]=[C:22]([N:60]=[N+:61]=[N-:62])[CH:21]=2)[C:2]([C:1]([OH:10])=[O:77])=[C:3]([CH3:4])[NH:27][C:32]=1[CH3:31])=[O:26]

Participants

11

Reactant 6

HCID 3083-Phenylprop-2-En-1-OlHCID 80192-MethoxyethanolHCID 541088983-[4-(1,2,4-Triazole-1-yl-methyl) phenyl]-2-propen-1-olHCID 544201903-{4-[(Pyridin-3-yl)methyl]phenyl}prop-2-en-1-olHCID 545122163-[4-(1,2,3,4-Tetrazole-1-yl-methyl)phenyl]-2-propen-1-olHCID 700470203-[4-(I-imidazolylmethyl)phenyl]-2-propen-1-ol

Product 1

HCID 131718339(-)-4-(3-azidophenyl)-I,4-dihydro-2,6-dimethylpyridine-3,5-dicarboxylic acid monomethyl ester

Reagents, catalysts & solvents 4

HCID 702EthanolSolventHCID 887MethanolSolventHCID 10311-PropanolSolventHCID 3776IsopropanolSolvent

Procedure

Specific examples of the alcohol derivative of formula (II-2) for use in the present invention are methanol, ethanol, n-propanol, isopropanol, 2-methoxyethanol, cinnamyl alcohol, 3-[4-(I-imidazolylmethyl)phenyl]-2-propen-1-ol, 3-[4-(3-pyridylmethyl)phenyl]-2-propen-1-ol, 3-[4-(1,2,4-triazole-1-yl-methyl) phenyl]-2-propen-1-ol, 3-[4-(1,2,3,4-tetrazole-1-yl-methyl)phenyl]-2-propen-1-ol, 3-[5-(1-imidazolylmethyl)furan]-2-propen-1-ol, and 5-[4-(1-imidazolylmethyl)furan]-2,4-pentadiene-1-ol.

Sources & evidence

ORD record
ord-4a9c588be8f04c4f93e37ad0938e316e
Source dataset
uspto-grants-1994_02
Patent number
US05286869

Reaction notes

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