Reaktion #363631

ord-c8f901655edd4a84821309d9759a0a3f

Reaktionsgleichung

Cc1cc([N+](=O)[O-])cc(C)c1N=C=S
2,6-dimethyl-4-nitrophenyl isothiocyanate
CC(C)C[C@H](N)CO
(1S)-1-(Hydroxymethyl)-3-methylbutylamine
Cc1cc([N+](=O)[O-])cc(C)c1N=C=S
2,6-Dimethyl-4-nitrophenyl isothiocyanate
Cc1cc([N+](=O)[O-])cc(C)c1N
2,6-Dimethyl-4-nitroaniline
Cc1cc([N+](=O)[O-])ccc1N=C1N[C@@H](CC(C)C)CS1
(4S)-2-(2-methyl-4-nitrophenylimino)-4-isobutyl-1,3-thiazolidine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Vorschrift

(1S)-1-(Hydroxymethyl)-3-methylbutylamine was converted to (1S)-1-(chloromethyl)-3-methylbutanammonium chloride as described in Method B7a. 2,6-Dimethyl-4-nitroaniline was converted into 2,6-dimethyl-4-nitrophenyl isothiocyanate according to Method A2b. 2,6-Dimethyl-4-nitrophenyl isothiocyanate was reacted with (1S)-1-(chloromethyl)-3-methylbutanammonium chloride according to Method C1a to give (4S)-2-(2-methyl-4-nitrophenylimino)-4-isobutyl-1,3-thiazolidine. The thiazolidine was reacted with isobutyl bromide according to Method D2a to give (4S)-2-(2,6-dimethyl-4-nitrophenylimino)-3,4-diisobutyl-1,3-thiazolidine HCl salt.

Quelle

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