N-Methylpropylamine → HCID 10603036, compound

Participants

Reaction Conditions

Reaction Steps

To (2R,3R,4S)-3-acetylamino-4-(tert-butoxycarbonylamino)-3,4-dihydro-2H-pyran-2,6-dicarboxylic acid 6-benzhydryl ester 2-(2,3,4,5,6-pentafluoro-phenyl) ester (1.18 g) in dry tetrahydroduran (13 ml) was added N-methyl-propylamine (0.152 g) and the reaction was stirred at 23° C. for 4 hours. The solvent was removed in vacuo and the residue was chromatographed over silica (Merck 9385, 150 g) using medium pressure (~4 psi) and ethyl acetate as the eluant. The required fractions were combined and the solvent removed in vacuo to give the title compound as a white foam. (0.85 g); 1H NMR (250 MHz, D6 -DMSO) 8.10-7.98 (1H, m), 7.48-7.26 (10H, m), 6.91 (1H, s), 6.58 (1H, m), 6.03 (1H, m), 5.13 (1H, m), 4.34 (1H, m), 4.03 (1H, m), 3.37 (2H, m), 3.07+2.81 (3H, s), 1.77 (3H, s), 1.64-1.22 (2H, m), 1.37 (9H, s), 0.81 (3H, m): Mass spec (Low resolution): MH+ =566, MH+ -BOC=466; Mass analysis:

Provenance & Evidence