HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 15671525, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-Nitrobenzyl bromide | HCID 66011 | — |
| Reactant | HCID 15671449 | HCID 15671449 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 15671525 | HCID 15671525 | — |
Reaction Steps
(2R,4S)-1-p-Nitrobenzyloxycarbonyl-2-(2-carboxyethyl)-4-acetylthiopyrrolidine (323 mg) was dissolved in 3.3 ml of dry dimethylformamide, and 150 mg of triethylamine and 324 mg of p-nitrobenzyl bromide were added thereto, followed by stirring at room temperature for 3.5 hours. To the reaction mixture was added water, and the resulting mixture was extracted with ethyl acetate, washed successively with a saturated sodium bicarbonate solution, water, dilute hydrochloric acid and water, dried over anhydrous sodium sulfate and distilled off to remove the solvent. The residue was purified by silica gel column chromatography to obtain (2R,4S)-1-p-nitrobenzyloxycarbonyl-2-(2-p-nitrobenzyloxycarbonylethyl)-4-acetylthiopyrrolidine.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04962103 |
| Source dataset | uspto-grants-1990_10 |
| ORD ID | ord-fd6c96da62bb4f81a38ab382b07824e2 |
| Source note | uspto-grants-1990_10 |