HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dopamine Hydrochloride → (2S)-N-[2-(3,4-dihydroxyphenyl)ethyl]-2-[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]amino]-N'-trityl-butanediamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dopamine Hydrochloride | HCID 65340 | — |
| Reactant | Fmoc-Asn(Trt)-OH | HCID 640248 | — |
| Product | (2S)-N-[2-(3,4-dihydroxyphenyl)ethyl]-2-[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]amino]-N'-trityl-butanediamide | HCID 6478497 | 137% |
Reaction Steps
The title compound was prepared from Nα-(9-fluorenylmethoxycarbonyl)-Nγ-trityl-L-asparagine (2.0 g, 3.4 mmol) following the indications of general procedure F with dopamine hydrochloride (954 mg, 5 mmol). The crude material was purified by flash chromatography with a solvent gradient from 15% to 60% EtOAc/CH2Cl2 to give 2.3 g (95%) of the desired product as white crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06528655B1 |
| Source dataset | uspto-grants-2003_03 |
| ORD ID | ord-260253ffdada467283e73aa01b48066e |
| Source note | uspto-grants-2003_03 |