Triethylamine → tert-butyl (6R,7S)-7-(3,4-dichlorophenyl)-6-({[2-(trimethylsilyl)ethoxy]carbonyl}amino)-1,4-oxazepane-4-carboxylate

Temperatur

90 °C

To a solution of (6R,7R)-4-(tert-butoxycarbonyl)-7-(3,4-dichlorophenyl)-1,4-oxazepane-6-carboxylic acid (1.0 g) in toluene (10 mL) were added diphenylphosphoryl azide (0.828 mL) and triethylamine (0.536 mL) at room temperature, and the mixture was stirred at 90° C. for 30 min. To the reaction mixture was added 2-(trimethylsilyl)ethanol (0.727 mL) at 90° C., and the mixture was stirred at 90° C. for 2 hr. The reaction mixture was diluted with ethyl acetate. The diluted solution was washed with distilled water and brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel chromatography (hexane/ethyl acetate) to give the title compound (0.67 g).

1. stirringthe mixture was stirred at 90° C. for 2 hr
2. washThe diluted solution was washed with distilled water and brine
3. dry with materialdried over anhydrous magnesium sulfate
4. customThe solvent was evaporated under reduced pressure
5. customthe residue was purified by silica gel chromatography (hexane/ethyl acetate)

ORD-Eintrag

ord-76baf779f2fe42e4a048b927e074d1d5

Quelldatensatz

uspto-grants-2014_05

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08722662B2