HCID 67148128, compound → 3-{3-[1-(5-Amino-2-tert-butoxycarbonylamino-pentanoyl)-pyrrolidin-2-ylmethyl]-benzofuran-2-yl}-propionic acid

Participants

Reaction Steps

A solution of the crude 54 (˜3 g, 4.8 mmol) in MeOH (30 mL) was charged with 10% Pd-on-carbon (˜1 g) and placed under an atmosphere of hydrogen gas (45 PSI). The reaction mixture was shaken using a Parr apparatus for 2 h. After removal of the catalyst by filtration over celite, the clarified filtrate was concentrated in vacuo. The crude residue was taken up in DCM and dried using anhydrous Na2SO4, filtered and concentrated to afford 2.3 g (quant.) of 55 as a foamy residue which was used without further purification. 1H NMR (CDCl3, 300 MHz) δ7.51 (m, 1H), 7.34-7.32 (m, 1H), 7.18-7.15 (m, 2H), 6.19 (m, 1H), 4.36 (m, 2H), 3.62-3.48 (m, 2H), 3.10-2.99 (m, 2H), 2.85-1.81 (m, 2H), 2.66-2.60 (m, 2H), 1.99-1.71 (m, 6H), 1.41 (s, 911) ppm. Mass spectrum, m/z 488 [M+H]+.

Provenance & Evidence