HuagongsheHuagongshe Chemistry Print Report · For research reference only
3,4-Di-(4-fluorobenzyloxy)caffeic acid → n-[Nalpha-(3,4-di-(4-fluorobenzyloxy)caffeoyl)-ndelta-trityl-l-glutaminyl]-3-hydroxy-4-methoxyaniline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3,4-Di-(4-fluorobenzyloxy)caffeic acid | HCID 18627081 | — |
| Reactant | N-[Nalpha-(9-fluorenylmethoxycarbonyl)-Ndelta-trityl-L-glutaminyl]-3-hydroxy-4-methoxyaniline | HCID 22976129 | — |
| Product | n-[Nalpha-(3,4-di-(4-fluorobenzyloxy)caffeoyl)-ndelta-trityl-l-glutaminyl]-3-hydroxy-4-methoxyaniline | HCID 22976104 | — |
Reaction Steps
The title compound was prepared from N-[Nα-(9-fluorenylmethoxycarbonyl)-Nδ-trityl-L-glutaminyl]-3-hydroxy-4-methoxyaniline (565 mg, 0.8 mmol, example 109, step A) as described for example 109 (step B) using 3,4-di-(4-fluorobenzyloxy)caffeic acid (459 mg, 1.2 mmol) instead of N-(4-fluorobenzyl)indole-2-carboxylic acid. The crude material was purified by flash chromatography using successively 15%, 20% and 30% EtOAc/CH2Cl2 as the eluent. The title compound was obtained as white crystals (250 mg, 37%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06528655B1 |
| Source dataset | uspto-grants-2003_03 |
| ORD ID | ord-490f4ae4a4494ba2ae5776ab4e14353b |
| Source note | uspto-grants-2003_03 |