Glycine methyl ester → Methyl ({2-[(tert-butoxycarbonyl)(7-cyano-1,2,3,4-tetrahydronaphthalen-2-yl)amino]ethyl}amino)acetate

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Reaction Steps

To a solution of tert-Butyl (7-cyano-1,2,3,4-tetrahydronaphthalen-2-yl)(2-oxoethyl)carbamate (260 mg, 0.83 mmol) in 10 mL of anhydrous DCM was added Gly-OMe (150 mg, 1.7 mmol), 2 drops of HOAc and NaBH(OAc)3 (180 mg, 0.83 mmol) and the mixture was stirred at ambient temperature overnight. Then DCM was added, and the mixture was washed with brine. The organic layer was dried over anhydrous Na2SO4 and concentrated. The residue was purified by prep-TLC to the title compound. MS m/z: 388 [M+1]+.

Provenance & Evidence