2,2,2-Trifluoroethanol → HCID 86762436, compound

Participants

Reaction Steps

Under an atmosphere of argon, (2S,4R)-1-tert-butyl 2-methyl 4-(2-chloro-4-fluorophenylsulfonyl)pyrrolidine-1,2-dicarboxylate ([prepared in analogy to General Procedure C, steps C1-C3, using 2-chloro-4-fluorothiophenol in step C2] 1.5 g, 1.0 eq.) was combined with N,N-dimethylacetamide (15 ml) to give a light yellow solution. 2,2,2-Trifluoroethanol (854 mg, 617 μl, 8.53 mmol, Eq: 2.4) and cesium carbonate (2.09 g, 6.4 mmol, Eq: 1.8) were added. The reaction mixture was stirred over night at RT. The crude reaction mixture was concentrated in vacuo. The crude material was purified by flash chromatography (silica gel, 50 g, 0% to 50% ethyl acetate in heptane) to yield the title compound as a white foam (0.95 g, 53.2%, MS (m/e)=502.09 [M+H+]).

Provenance & Evidence