HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 178517876, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Procysteine | HCID 72390 | — |
| Reactant | Diphenylphosphoryl azide | HCID 123414 | — |
| Reactant | HCID 178479222 | HCID 178479222 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 178517876 | HCID 178517876 | 49% |
Reaction Steps
In 20 ml of anhydrous tetrahydrofuran was suspended 191 mg of (4R)-2-oxo-4-thiazolidinecarboxylic acid and 294 mg of trans-4-(2-nitroxyethyl)cyclohexylmethylamine hydrochloride, and 0.54 ml of triethylamine and 0.28 ml of diphenylphosphoric azide were added thereto with stirring under ice-cooling, and the resulting mixture was stirred at room temperature for 4 hours. The solvent was distilled off under reduced pressure, and the residue was purified by silica gel column chromatography (eluting solvent: cyclohexane/ethyl acetate=1/3) and recrystallizated from dichloromethane-diisopropyl ether to obtain 200 mg of the desired compound as a colorless crystalline solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05843973 |
| Source dataset | uspto-grants-1998_12 |
| ORD ID | ord-1e3631b6b0ab41ed88ccfcb437d8479f |
| Source note | uspto-grants-1998_12 |