Reaktion #11948

Reaktionsgleichung

trifluoroacetic acid

thioanisole

m-cresol

compound

Nα-(5-(N-Boc-N-2-picolylaminomethyl)thiophene-2-carbonyl)-Nδ-Cbz-L-ornithine

→

title compound

Ausbeute 53.3%

Nα-(5-(N-2-picolylaminomethyl)thiophene-2-carbonyl)-L-ornithine

Ausbeute 53.3%

Reaktionsbedingungen

Aufarbeitung

1. 1
   Einengenthe reaction solution was concentrated
2. 2
   workup.ADDITIONMethanol was added to the residue
3. 3
   Waschenthe mixture was washed with hexane
4. 4
   EinengenThe methanol layer was concentrated
5. 5
   Sonstigethe residue was crude-purified by silica gel column chromatography (3 g, chloroform/methanol/water=7/3/0.5)

Vorschrift

A mixed solution of trifluoroacetic acid (1.4 ml), thioanisole (0.36 ml), and m-cresol (0.32 ml) was added to the compound obtained in Example 14-3 (56.2 mg). After 1.5 hours, the reaction solution was concentrated. Methanol was added to the residue and the mixture was washed with hexane. The methanol layer was concentrated and the residue was crude-purified by silica gel column chromatography (3 g, chloroform/methanol/water=7/3/0.5) to obtain the title compound (18.2 mg) as colorless syrup.

Quelle