TBAF tetrahydrofuran → HCID 59383028, compound

Participants

Reaction Steps

(S)-tert-butyl 1-(tert-butyldimethylsilyloxy)-3-cyclopentylpropan-2-ylcarbamate (2.9 g, 8.1 mmol) was treated with 1 M Bu4NF/THF (24.3 mL) at 0° C. for 1 h. The reaction was diluted with water (30 mL) and extracted with EtOAc (3×40 mL). The organic layers were washed with saturated aqueous brine, dried over MgSO4, and evaporated to give crude (S)-tert-butyl 1-cyclopentyl-3-hydroxypropan-2-ylcarbamate that was used without further purification. 1H NMR (CDCl3, 400 MHz) δ 4.60 (brs, 1H), 3.68 (m, 2H), 3.52 (m, 1H), 1.81 (m, 3H), 1.60 (m, 3H), 1.50 (m, 3H), 1.44 (s, 9H), 1.09 (m, 2H).

Provenance & Evidence