HuagongsheHuagongshe Chemistry Print Report · For research reference only
Caffeic Acid → n-(Nalpha-caffeoyl-ndelta-methyltrityl-l-glutaminyl)-3,4-dihydroxybenzylamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Caffeic Acid | HCID 689043 | — |
| Reactant | N-[Nalpha-(9-fluorenylmethoxycarbonyl)-Ndelta-methyltrityl-L-glutaminyl]-3,4-dihydroxybenzylamine | HCID 22976126 | — |
| Product | n-(Nalpha-caffeoyl-ndelta-methyltrityl-l-glutaminyl)-3,4-dihydroxybenzylamine | HCID 22976139 | — |
Reaction Steps
The title compound was prepared from N-[Nα-(9-fluorenylmethoxycarbonyl)-Nδ-methyltrityl-L-glutaminyl]-3,4-dihydroxybenzylamine (900 mg, 1.2 mmol, example 26, step A) as described for example 26 (step B) using caffeic acid (326 mg, 1.8 mmol) instead of 4-hydroxy-3-nitrobenzoic acid. The crude material was purified by flash chromatography using a solvent gradient from 30% to 70% EtOAc/CH2Cl2/1% AcOH. The title compound was obtained as a yellow powder (430 mg, 52%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06528655B1 |
| Source dataset | uspto-grants-2003_03 |
| ORD ID | ord-4391a4214b974724b8caedc470a317a7 |
| Source note | uspto-grants-2003_03 |