HCID 67082072, compound → HCID 67082071, compound

Participants

Reaction Steps

Pearlmans catalyst (200 mg) was suspended in a solution of methanol with (3S,4S)-2-acetyl-1,5-dihydro-3-[(1S)-1,2-dihydroxyethyl]-4-hydroxy-pyrazole (18) (200 mg, 1.11 mmol) and stirred overnight under an atmosphere of hydrogen. The reaction was filtered through celite and the filtrated concentrated in vacuo to afford a crude oil. The crude product was purified by chromatography to afford 19 (85 mg, 43%) as a colourless oil. 1H NMR δ 4.64 (dd, J=5.7, 3.4 Hz, 1H), 3.90 (m, 2H), 3.61 (m, 2H), 3.36 (dd, J=11.7, 6.5 Hz, 1H), 2.71 (dd, J=11.7, 6.0 Hz, 1H), 2.18 (s, 3H). 13C NMR δ 174.5, 75.4, 72.7, 68.2, 65.2, 56.4, 21.5. HRMS (M+) calc. for C7H14N2O4: 190.0953. Found 190.0951.

Provenance & Evidence