Hydrochloric Acid → (3S)-3-[[5-(3-bromophenyl)-6,6-dimethyl-4,4-dioxo-5H-1,4,3-oxathiazin-2-yl]amino]-3-phenylpropan-1-ol

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Reaction Steps

To detach the protecting group, 70 mg of [5-(3-bromophenyl)-6,6-dimethyl-4,4-dioxo-5,6-dihydro-4H-4lambda6-1,4,3-oxathiazin-2-yl]-[(S)-3-(tert-butyldimethylsilanyloxy)-1-phenylpropyl]amine were taken up in 1.5 ml of methanol and, after addition of 0.15 ml of concentrated hydrochloric acid, stirred at room temperature for 1 hour. The reaction solution was concentrated by rotary evaporation and the residue purified in a purification laboratory by means of preparative HPLC. The product-containing fractions were combined and freed of the solvent under reduced pressure. The residue was dissolved in acetonitrile and lyophilized. This gave the product (38.6 mg) with a molecular weight of 467.4 g/mol (C20H23BrN2O4S); MS (ESI): m/e=468 (M+H+).

Provenance & Evidence