HCID 67272893, compound → HCID 67273353, compound

Participants

Reaction Steps

To a solution of (3R,5S)-3-{Cyclopropyl-[4-(3-methoxy-propyl)-2,2-dimethyl-3-oxo-3,4-di hydro-2H-benzo[1,4]oxazin-6-yl]-carbamoyl}-5-[3-methyl-2-(2-trimethylsilanyl-ethoxymethyl)-butyrylamino]-piperidine-1-carboxylic acid 9H-fluoren-9-ylmethyl ester in CH2Cl2 is added BF3 Et2O at room temperature, then the mixture is stirred at room temperature. After 1.5 h, the reaction mixture is diluted with H2O (10 mL) and extracted with CH2Cl2 (20 mL). The organic phase is washed with 5% aqueous KHSO4 (10 mL), 5% aqueous NaHCO3, H2O, and brine, then dried over Na2SO4. The solution is filtered and the solvent is evaporated in vacuo to give the title compound as white amorphous material. MS: 767 [M+H]+; tR (HPLC, ACQUITY UPLC™ BEH C18 1.7 μm, 50×2.1 mm; 5% CH3CN+0.1% TFA/H2O+0.1% TFA for 0.5 min then 5-100% CH3CN+0.1% TFA/H2O+0.1% TFA for 5 min then 100% CH3CN+0.1% TFA for 1.5 min, flow 0.5 ml/min): 1.55 min.

Provenance & Evidence