1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 178513881, compound

Participants

Reaction Steps

To a solution of 2-[8-[N-tert-butoxycarbonyl-N-[(2S)-2-hydroxy-3-phenoxypropyl]amino]-6,7,8, 9-tetrahydro-5H-benzocyclohepten-2-yloxy]acetic acid (100 mg), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide (61 mg) and 1-hydroxybenzotriazole (33 mg) in dichloromethane (10 ml) was added 5-aminotetrazole monohydrate (19.3 mg). The resulting mixture was stirred at room temperature for 18 hours and extracted with ethyl acetate. The extract was washed with brine, dried over magnesium sulfate and evaporated in vacuo. The residue was chromatographed (hexane-ethyl acetate) over silica gel and treated with 4N hydrogen chloride in ethyl acetate to afford 2-[8-[(2S)-2-hydroxy-3-phenoxypropyl)amino]-6,7,8,9-tetrahydro-5H-benzocyclohepten-2-yloxy]-2-(tetrazol-5-yl)acetamide (50 mg).

Provenance & Evidence