(Diethylamino)sulfur trifluoride → HCID 86638157, compound

Participants

Reaction Conditions

Reaction Steps

Dissolve 4′-hydroxy[1,3′]bipyrrolidinyl-1′-carboxylic acid tert-butyl ester (573 mg, 2.24 mmol) in dichloromethane (15 mL) and cool the mixture to −78° C. Add diethylaminosulfur trifluoride (504 mg, 3.13 mmol) dropwise and then allow the mixture to warm to room temperature. Stir the mixture overnight. Evaporate the solution and purify by silica gel chromatography, eluting with 0-3% methanol (2N NH3)/CH2Cl2 to give 520 mg (89%) of the title compound as a yellow oil. 1H NMR(DMSO-d6): δ 1.37 (s, 9H), 1.61-1.67 (m, 4H), 2.43-2.54 (m, 4H), 2.86 (bs, 1H), 3.30-3.41 (m, 1H), 3.45-3.60 (m, 1H), 5.09-5.25 (m, 1H).

Provenance & Evidence