Trifluoroacetic acid → HCID 46899294, compound

Participants

Reaction Steps

To 42 mg (9.3 mmol) of (RS,SR)-2-(-1-benzenesulfonyl-1-methoxycarbonyl-ethyl)-6-dimethylamino-1,2,3,4-tetrahydro-carbazole-9-carboxylic acid tert-butyl ester in 1 ml of CH2Cl2 were added 0.06 ml of TFA at 0° C. The solution was stirred at RT for 5 h, a NaHCO3 solution was added, and the inorganic phase was extracted with CH2Cl2, washed with brine and dried over Na2SO4. Column chromatography on ISOLUTE Flash NH2 (Separtis, aminopropyl-modified silicagel) with EtOAc/heptane 2:1, followed by tituration with ether/heptane yielded 190 mg (56%) of (RS,SR)-2-benzenesulfonyl-2-(6-dimethylamino-2,3,4,9-tetrahydro-1H-carbazol-2-yl)-propionic acid methyl ester as light green amorphous material, MS: 441 (MH+).

Provenance & Evidence