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

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Reaction Steps

0.61 g (1.18 mmol) carbonic acid (S)-1-((S)-5-cyclopropylmethyl-6-oxo-6,7-dihydro-5H-dibenzo[b,d]azepin-7-ylcarbamoyl)-ethyl ester 4-nitro-phenyl ester and 2.5 ml 2,2,3,3,3. pentafluoropropylamine were stirred at room temperature over night. Chromatography on silicagel with dichloromethane/ethylacetate (100-70/0-30) yielded 0.61 g (98%) (2,2,3,3,3-pentafluoro-propyl)-carbamic acid (S)-1-((S)-5-cyclopropylmethyl-6-oxo-6,7-dihydro-5H-dibenzo[b,d]azepin-7-ylcarbamoyl)-ethyl ester as white solid; MS: m/e: 526.0 (M+H+), [α] 589=−940° (1.1% in MeOH).

Provenance & Evidence