HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyrrole-2-Carboxylic Acid → (2S)-N-(2,5-dimethoxyphenyl)-2-(1H-pyrrole-2-carbonylamino)-N'-trityl-pentanediamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyrrole-2-Carboxylic Acid | HCID 12473 | — |
| Reactant | N-[Nalpha-(9-fluorenylmethoxycarbonyl)-Ndelta-trityl-L-glutaminyl]-2,5-dimethoxyaniline | HCID 22976128 | — |
| Product | (2S)-N-(2,5-dimethoxyphenyl)-2-(1H-pyrrole-2-carbonylamino)-N'-trityl-pentanediamide | HCID 504853 | — |
Reaction Steps
The title compound was prepared from N-[Nα-(9-fluorenylmethoxycarbonyl)-Nδ-trityl-L-glutaminyl]-2,5-dimethoxyaniline (988 mg, 1.33 mmol, example 82, step A) as described for example 82 (step B) using pyrrole-2-carboxylic acid (222 mg, 2.0 mmol) instead of caffeic acid. The crude material was purified by flash chromatography using successively 10%, 15% and 20% EtOAc/CH2Cl2. The title compound was obtained as white crystals (497 mg, 61%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06528655B1 |
| Source dataset | uspto-grants-2003_03 |
| ORD ID | ord-fe2448dd98224eb4b03e9544c8122b20 |
| Source note | uspto-grants-2003_03 |