1,2-Dichloroethane → HCID 12069134, compound

Participants

Reaction Steps

5-((2S)-2-tert-Butoxycarbonylamino-2-carboxy-ethyl)-2-methoxycarbonylmethoxy-benzoic acid methyl ester of Step F (51 mg, 0.12 mmol) is stirred in CH2Cl2 (1.2 mL) at 0° C. under N2. EDC (24 mg, 0.12 mmol) is added and the reaction mixture is stirred for and additional 10 minutes. 4-Methoxybenzyl amine (0.18 μl, 0.14 mmol) is then added and the reaction is allowed to warm to RT overnight. The reaction is diluted with CH2Cl2 (25 mL) and is subsequently washed with 2N HCl (2×25 mL) and then saturated NaHCO3 (2×25 mL). The organics are then dried over MgSO4, filtered and and purified by flash column chromatography to provide 5-[(2S)-2-tert-butoxycarbonylamino-2-(4-methoxy-benzylcarbamoyl)-ethyl]-2-methoxycarbonylmethoxy-benzoic acid methyl ester.

Provenance & Evidence