Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Boron Trichloride | HCID 25135 | — |
| Reactant | HCID 86700677 | HCID 86700677 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 86700676 | HCID 86700676 | 127.8% |
Reaction Steps
BCl3 (1M, 3.34 mL, 3.33 mmol) was added to a solution of (2S,5R)-6-(benzyloxy)-2-(1,2,4-oxadiazol-3-yl)-1,6-diaza-bicyclo[3.2.1]octan-7-one (200 mg, 0.67 mmol) in dry DCM (45 mL) at −78° C. The mixture was stirred at 0° C. for 2 hrs., then it was cooled to −78° C. and quenched with MeOH (8 mL). The solvent was removed by vacuum to give (2S,5R)-6-hydroxy-2-(1,2,4-oxadiazol-3-yl)-1,6-diaza-bicyclo[3.2.1]octan-7-one (180 mg) as a white solid, which was used directly in the next step. ESI-MS (EI+, m/z): 209 [M−H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08916709B2 |
|---|
| Source dataset | uspto-grants-2014_12 |
|---|
| ORD ID | ord-f37df13282d94915a2be8742cc7b0d5a |
|---|
| Source note | uspto-grants-2014_12 |
|---|