2,2,3,3,3-Pentafluoropropylamine → (2,2,3,3,3-Pentafluoro-propyl)-carbamic acid (s)-1-((s)-6-oxo-6,7-dihydro-5h-dibenzo[b,d]azepin-7-ylcarbamoyl)-ethyl ester

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Reaction Steps

0.12 g (0.25 mmol) carbonic acid 4-nitro-phenyl ester (S)-1-((S)-6-oxo-6,7-dihydro-5H-dibenzo[b,d]azepin-7-ylcarbamoyl)-ethyl ester and 543 μl 2,2,3,3,3. pentafluoropropylamine were stirred at room temperature over night. Chromatography on silicagel with dichloromethane/ethylacetate (100-0 to 75-25) yielded 0.075 g (63%) (2,2,3,3,3-pentafluoro-propyl)-carbamic acid (S)-1-((S)-6-oxo-6,7-dihydro-5H-dibenzo[b,d]azepin-7-ylcarbamoyl)-ethyl ester as white solid. MS: m/e: 472.1 (M+H+), [α] 589=−76.4° (1% in MeOH).

Provenance & Evidence