trans-4-azido-N-tert-butoxycarbonyl-L-proline 3-quinolylamide → trans-4-Amino-N-tert-Butoxycarbonyl-L-Proline 3-Quinolylamide

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Reaction Steps

A mixture of trans-4-azido-N-tert-butoxycarbonyl-L-proline 3-quinolylamide (D, 526 mg) and 10% palladium on activated carbon (102 mg) in methanol (15 mL) was stirred at room temperature for 4 hr under hydrogen. The catalysts were removed by filtration and washed with methanol. The combined organic layers were evaporated in vacuo. The residue was purified by silica gel column chromatography (chloroform:methanol=20:1 to 5: 1, v/v) to afford the title compound (477 mg) as a colorless sticky oil.

Provenance & Evidence