Diethyl Ether → HCID 131733558, compound

Participants

Reaction Steps

MeLi 1.6 M in Et2O (3.6 mL, 5.82 mmol) was added dropwise to a −78° C. solution of (R)-3-oxo-5-(3-[1,2,3]triazol-2-yl-benzyl)-morpholine-4-carboxylic acid tert-butyl ester I-5 (1.49 g, 4.16 mmol) in THF (15 mL) and the resulting mixture was stirred at −78° C. for 3 h. The reaction mixture was quenched with sat. aq. NH4Cl, warmed to RT and the solvent was removed in vacuo. The remaining aqueous layer was extracted with EtOAc (3×) and the combined organic extracts were washed with brine, dried over Na2SO4, filtered and evaporated in vacuo. The crude product was purified by flash chromatography (eluting with 20% to 50% EtOAc in hexane) to give the title compound as a yellow solid. LC-MS B: tR=0.81 min; [M+H-Boc]+=259.17.

Provenance & Evidence