Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Boron Trichloride | HCID 25135 | — |
| Reactant | HCID 86700688 | HCID 86700688 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 86700690 | HCID 86700690 | 98.1% |
Reaction Steps
BCl3 (1M, 15.87 mL, 15.87 mmol) was added to a solution of (2S,5R)-2-(3-amino-1,2,4-oxadiazol-5-yl)-6-(benzyloxy)-1,6-diaza-bicyclo[3.2.1]octan-7-one (1.0 g, 3.17 mmol) in dried DCM (20 mL) at −78° C. The mixture was stirred under N2 atmosphere at 0° C. for 2 hrs, cooled to −78° C. and quenched with MeOH (2 mL). The solvent was removed under vacuum to give ((2S,5R)-2-(3-amino-1,2,4-oxadiazol-5-yl)-6-hydroxy-1,6-diaza-bicyclo[3.2.1]octan-7-one (700 mg), which was used in the next step directly. ESI-MS (EI+, m/z): 226 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08916709B2 |
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| Source dataset | uspto-grants-2014_12 |
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| ORD ID | ord-bdbc193e0c6e4d2e97404262973b1353 |
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| Source note | uspto-grants-2014_12 |
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