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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1406869Generated: October 31, 2026

Boron Trichloride → HCID 86700687, compound

https://huagongshe.com/reaction/1406869

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBoron TrichlorideHCID 25135—
ReactantHCID 86700686HCID 86700686—
SolventDichloromethaneHCID 6344—
ProductHCID 86700687HCID 8670068798%

Reaction Conditions

Temperature0 °C

Reaction Steps

BCl3 (1M in DCM, 1.2 mL, 1.2 mmol) was added to (2S,5R)-6-(benzyloxy)-2-(1,2,4-oxadiazol-5-yl)-1,6-diaza-bicyclo[3.2.1]octan-7-one (50 mg, 0.167 mmol) in DCM (10 mL) at −78° C. The mixture was warmed to 0° C. and stirred for 2 hrs. The reaction was then quenched by the addition of MeOH (1 mL) and the resulting solution was concentrated under vacuum to give (2S,5R)-6-hydroxy-2-(1,2,4-oxadiazol-5-yl)-1,6-diaza-bicyclo[3.2.1]octan-7-one (34 mg, 98%) as a white solid, which was used directly in the next step. ESI-MS (EI+, 211, m/z): [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08916709B2
Source datasetuspto-grants-2014_12
ORD IDord-2aebe0fee75c4d62b52c37cebbfe74d4
Source noteuspto-grants-2014_12