HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonia → HCID 13985439, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | Benzyl (4S)-5-oxo-4-(3-oxobutyl)-1,3-oxazolidine-3-carboxylate | HCID 13985433 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 13985439 | HCID 13985439 | 82% |
Reaction Steps
Ten grams of the (S)-3-(benzyloxycarbonyl)-4-(3-oxobutyl)-5-oxazolidinone from Example 4 is dissolved in 480 ml of distilled tetrahydrofuran, followed by 160 ml of ammonia at 0° C. The reaction mixture is stirred at 0° for 5 hours, then at ambient temperature overnight. After stripping under vacuum to dryness, the reaction mixture yields a white solid which is recrystallized from hot ethyl acetate to give 8.8 g of (S)-2-(benzyloxycarbonylamino)-5-oxo-hexanamide as a white solid (82% yield), mp 142°-144°;
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04481190 |
| Source dataset | uspto-grants-1984_11 |
| ORD ID | ord-d531600b7e73466e8543d974332dfdd6 |
| Source note | uspto-grants-1984_11 |