Dopamine Hydrochloride → HCID 22976102, compound

Participants

Reaction Steps

Commercially available Nα-(9-Fluorenylmethoxycarbonyl)-S-trityl-L-cysteine (1.7 g, 2.9 mmol) was coupled with dopamine hydrochloride (825 mg, 4.3 mmol) according to the indications of general procedure F. The crude N-[Nα-(9-fluorenylmethoxycarbonyl)-S-trityl-L-cysteinyl]dopamine (618 mg, 0.86 mmol) was deprotected according to the indications of general procedure G. The resulting intermediate was then coupled with 2-fluorosalicylic acid (202 mg, 1.3 mmol) according to the indications of general procedure D. The final product was purified by flash chromatography using 99% CH2Cl2/1% AcOH and successively 5% then 10% AcOEt/CH2C2/1% AcOH to yield the desired derivative (260 mg, 48%) as white crystals.

Provenance & Evidence