[(S)-1-benzyl-4-methyl-4-(3-nitro-phenyl)-6-oxo-1,4,5,6-tetrahydro-pyrimidin-2-yl]-carbamic acid tert-butyl ester → [(S)-4-(3-amino-phenyl)-4-methyl-6-oxo-1,4,5,6-tetrahydro-pyrimidin-2-yl]-carbamic acid tert-butyl ester

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Starting from [(S)-1-benzyl-4-methyl-4-(3-nitro-phenyl)-6-oxo-1,4,5,6-tetrahydro-pyrimidin-2-yl]-carbamic acid tert-butyl ester (0.98 mmole), the crude material was chromatographed on silica using n-heptane/ethyl acetate (5:2) to give a first fraction containing [(S)-4-(3-amino-phenyl)-1-benzyl-4-methyl-6-oxo-1,4,5,6-tetrahydro-pyrimidin-2-yl]-carbamic acid tert-butyl ester (224 mg) as a colourless foam. MS (ESI): m/z=409.4 [ M+H]+ The second fraction was obtained using ethyl acetate/MeOH (9:1) to give [(S)-4-(3-amino-phenyl)-4-methyl-6-oxo-1,4,5,6-tetrahydro-pyrimidin-2-yl]-carbamic acid tert-butyl ester (49 mg) as a colourless oil. MS (ESI): m/z=319.3 [ M+H]+.

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