Reaktion #363613

ord-5ef769350033476a90dd5eeb24076b1d

Reaktionsgleichung

S=C=Nc1cnc2ccccc2c1
3-Quinoline isothiocyanate
CC(C)C[NH3+].[Cl-]
N-(isobutyl)ammonium chloride
Nc1cnc2ccccc2c1
3-Aminoquinoline
NCCO
2-hydroxyethylamine
CC(C)C[C@H](N)CO
(1S)-1-(Hydroxymethyl)-3-methylbutylamine
COC(=O)[C@@H](N)CC(C)C
(L)-leucine methyl ester
CC(C)CN[C@H](CO)CC(C)C
(2S)-4-methyl-2-(isobutylamino)pentanol
CC(C)C[NH3+].[Cl-]
N-(isobutyl)ammonium chloride
S=C=Nc1cnc2ccccc2c1
3-quinoline isothiocyanate
CC(C)CC1CN(CC(C)C)C(=Nc2cnc3ccccc3c2)S1
2-(3-quinolylimino)-3,5-diisobutyl-1,3thiazolidine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Vorschrift

3-Aminoquinoline was converted to 3-quinoline isothiocyanate according to Method A2c. (1S)-1-(Hydroxymethyl)-3-methylbutylamine was made from (L)-leucine methyl ester as described in Method B1b. The 2-hydroxyethylamine was converted to (2S)-4-methyl-2-(isobutylamino)pentanol as described in Method B4c, Steps 1-2. The alcohol was converted to N-(1S)-1-(chloromethyl)-3-methylbutyl)-N-(isobutyl)ammonium chloride as described in Method B7c. 3-Quinoline isothiocyanate was reacted with N-(1S)-1-(chloromethyl)-3-methylbutyl)-N-(isobutyl)ammonium chloride according to Method C1f to give 2-(3-quinolylimino)-3,5-diisobutyl-1,3thiazolidine.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US06353006B1uspto-grants-2002_03