4-Methylmorpholine → HCID 14503271, Verbindung

Temperatur

-20 °C

To a solution of Boc-L-alanyl-L-alanyl-L-proline (1.0 g, 2.80 mmol) in dry acetonitrile (25 ml) was added N-methylmorpholine (0.34 ml, 3.06 mmol). The solution was cooled to -20° C. and isobutylchloroformate (0.37 ml, 2.88 mmol) was added dropwise. To this solution, a pre-cooled (-20° C.) mixture of 3-amino-1,1,1-trifluoro-4-methyl-2-pentanol hydrochloride (0.61 g, 2.91 mmol), N,N-dimethylformamide (4ml) and N-methylmorpholine (0.34, 3.06 mmol) was added. The reaction mixture was stirred at -20° C. for 4 hr, allowed to warm to room temperature and stirred overnight. Removal of the solvents in vacuo produced a pale yellow residue, which was purified by flash chromatography using ethyl acetate as an eluent to give 1,1,1-Trifluoro-3-[(N-tert-butyloxycarbonylalanyl)alanylprolylamino]-4-methylpentane-2-ol (1.09 g, 2.1 mmol) in 76% yield.

1. temperatureTo this solution, a pre-cooled
2. additionwas added
3. temperatureto warm to room temperature
4. stirringstirred overnight
5. customRemoval of the solvents in vacuo
6. customproduced a pale yellow residue, which
7. customwas purified by flash chromatography

ORD-Eintrag

ord-e870b237bd3b445baf9cea7ec44af2a8

Quelldatensatz

uspto-grants-1996_03

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US05496927