Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphate → HCID 68817291, compound

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Reaction Steps

According to the procedure of Example 53, Step 5, using (1S,2R)-2-({[4-(benzyloxy)phenyl]sulfonyl}amino)-1-methylcyclopentanecarboxylic acid (677 mg, 1.74 mmol), BOP (424 mg, 2.09 mmol), O-tert-butylhydroxylamine (480 mg, 3.82 mmol), and triethylamine (1.2 mL), (1S,5R)-6-{[4-(benzyloxy)phenyl]sulfonyl}-1-methyl -6-azabicyclo[3.2.0]heptan-7-one was obtained (480 mg, 1.29 mmol, 74%) as a colorless solid after purification via column chromatography on silica gel, eluting with 25% ethyl acetate/hexanes. 1H NMR (400 MHz, CHLOROFORM-D) δ ppm 1.19-1.28 (m, 1H) 1.30-1.41 (m, 4H) 1.47-1.58 (m, 2H) 1.75 (dt, J=12.69, 6.41 Hz, 1H) 2.02-2.11 (m, 1H) 2.21 (dd, J=14.15, 5.31 Hz, 1H) 4.10 (d, J=4.04 Hz, 1H) 5.11-5.16 (m, 2H) 7.04-7.10 (m, 2H) 7.35-7.44 (m, 5H) 7.92-7.97 (m, 2H).

Provenance & Evidence