Ammonia → HCID 25417766, compound

Participants

Reaction Conditions

Reaction Steps

TEA (10.4 mL, 74.5 mmol) was added to a 0° C. solution of Boc-L-azetidine-2-carboxylic acid (7.50 g, 37.3 mmol) in THF (85 mL) and the resulting mixture was stirred at 0° C. for 20 min, before ethyl chloroformate (3.82 mL, 39.1 mmol) was added (exotherm). The rxn mixture was stirred at 0° C. for 20 min, then 25% aq. NH3 (62.7 mL, 447 mmol) in THF (25 mL) was added and the resulting mixture was allowed to reach rt and stirring was continued at rt for 45 min. The mixture was concentrated in vacuo to remove the solvent, the residue was taken up in DCM and water, the org. layer was separated and the inorg. layer was extracted with DCM (2×). The combined org. layers were dried (MgSO4), filtered and concentrated in vacuo to yield the title compound C-1 as a white solid which was used further without purification. LC-MS A: tR=0.52 min; [M+H]+=201.27.

Provenance & Evidence