Methanol → HCID 68926983, compound

Participants

Reaction Conditions

Reaction Steps

Lithium borohydride (10.0 mL, 20 mmol, 2.0 M in THF) was added to a THF (50 mL) solution of 4-(3-(naphthalen-2-yl-sulfonylamino)-3-phenyl-propionylamino)-1-methyl-2,2-dioxo-1,2,3,4-tetrahydro-2λ6-benzo[c][1,2]thiazine-7-carboxylic acid methyl ester (Step C) (1.76 g, 2.9 mmol). Following addition of MeOH (0.3 mL, 8 mmol), the mixture was stirred for 20 h at 50° C. The reaction was quenched with acetone, MeOH and dilute HCl at 0° C. The mixture was diluted with CH2Cl2 (400 mL), washed with H2O, dried over MgSO4, filtered, and concentrated in vacuo. Chromatography on silica (0-5% MeOH in CH2Cl2) provided the title compound. MS (−APCI, m/z): 578 (M−H)−.

Provenance & Evidence