HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1022719Generated: November 2, 2026
Triethylamine → tert-butyl (6S,7R)-6-cyano-7-(3,4-dichlorophenyl)-1,4-oxazepane-4-carboxylate
https://huagongshe.com/reaction/1022719
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Trifluoroacetic anhydride | HCID 9845 | — |
| Reactant | tert-butyl (6R,7R)-6-carbamoyl-7-(3,4-dichlorophenyl)-1,4-oxazepane-4-carboxylate | HCID 66976321 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | tert-butyl (6S,7R)-6-cyano-7-(3,4-dichlorophenyl)-1,4-oxazepane-4-carboxylate | HCID 66975079 | 49.2% |
Reaction Steps
To a solution of tert-butyl (6R,7R)-6-carbamoyl-7-(3,4-dichlorophenyl)-1,4-oxazepane-4-carboxylate (437 mg) and triethylamine (0.344 ml) in THF (5.6 mL) was added trifluoroacetic anhydride (0.171 mL), and the mixture was stirred at 0° C. for 2 hr. Then, the mixture was stirred at room temperature for 1 hr, distilled water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract was washed with distilled water and brine, and dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel chromatography (hexane/ethyl acetate) to give the title compound (205 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08722662B2 |
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| Source dataset | uspto-grants-2014_05 |
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| ORD ID | ord-41efa7c80a9e4f55987cfe04d6d68d65 |
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| Source note | uspto-grants-2014_05 |
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