Reaktion #363871

ord-fe6148e9fcb74187aba3cb607512ea09

Reaktionsgleichung

COC(=O)[C@@H](N)C(C)C
(L)-Valine methyl ester
CC(C)[C@H](N)CO
(1S)-1-(hydroxymethyl)-2-methylpropylamine
NCCO
2-hydroxyethylamine
CC(C)C=O
isobutyraldehyde
CC(C)C1N[C@@H](C(C)C)CO1
(4S)-2,4diisopropyl-1,3-oxazolidine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Vorschrift

(L)-Valine methyl ester was reduced to (1S)-1-(hydroxymethyl)-2-methylpropylamine according to Method B1b, Step 2. The 2-hydroxyethylamine was reacted with isobutyraldehyde according to Method B4c, Step 1 to afford (4S)-2,4diisopropyl-1,3-oxazolidine. The oxazolidine was reduced according to Method B4c, Step 2 to give (1S)-1-(hydroxymethyl)-N-isobutyl-2-methylpropylamine. The substituted 2-hydroxyethylamine was reacted with SOCl2 according to Method B7b to give (1S)-1-(chloromethyl)-N-isobutyl-2-methylpropylamine. The chloroethylamine was reacted with 2-methyl-4-nitrophenyl isocyanate according to Method C4a to afford (4S)-2-(2-methyl-4-nitrophenylimino)-3-isobutyl-4-isopropyl-1,3-oxazolidine.

Quelle

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