Methyl chloroformate → {3-[6-Benzyloxy-7-(1,1,4-trioxo-1,2,5-thiadiazolidin-2-yl)-naphthalen-2-yl]-benzyl}-carbamic acid methyl ester

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Reaction Steps

To a stirring solution of 5-[7-(3-aminomethylphenyl)-3-benzyloxynaphthalen-2-yl]-1,1-dioxo-1,2,5-thiadiazolidin-3-one (0.046 g, 0.097 mmol) and triethylamine (0.014 mL, 0.098 mmol) in THF (3 mL) at 0° C. is added methyl chloroformate (0.008 mL, 0.104 mmol). The reaction is stirred for 30 min and then quenched with water and extracted with CH2Cl2 (3×25 mL). The organic layers are combined and concentrated. The residue is purified via Biotage Sp1 eluting with 5-60% CH3CN/H2O to afford {3-[6-benzyloxy-7-(1,1,4-trioxo-1,2,5-thiadiazolidin-2-yl)-naphthalen-2-yl]-benzyl}-carbamic acid methyl ester: (M−H)−=530.

Provenance & Evidence