HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 72400693, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Benzyloxyamine hydrochloride | HCID 102312 | — |
| Reactant | HCID 21911181 | HCID 21911181 | — |
| Catalyst | Potassium Cyanide | HCID 9032 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 72400693 | HCID 72400693 | 134.2% |
Reaction Steps
To a solution of ethyl (1SR, 2 SR, 5RS, 6RS) 3-tert -butoxycarbonyl-4-oxo-3-azabicyclo[3.1.0]hexane-2,6-dicarboxylate (150 mg, 0.44 mmol) in dry THF (3 mL) under argon was added O-benzylhydroxylamine hydrochloride (421.5 mg, 2.64 mmol), potassium cyanide (1.43 mg, 0.02 mmol) and triethylamine (0.36 mL, 2.64 mmol). After stirring overnight in an ultrasonic bath, the solvent was removed under reduced pressure. The residue was directly purified by flash chromatography (hexane/ethyl acetate 1.5/1) to give 182 mg of the desired compound (89% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07125871B2 |
| Source dataset | uspto-grants-2006_10 |
| ORD ID | ord-580be4684d64453ca5ff5cf858fde295 |
| Source note | uspto-grants-2006_10 |