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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1171456Generated: November 3, 2026

Benzene → HCID 68765971, compound

https://huagongshe.com/reaction/1171456

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzeneHCID 241—
ReactantTributylstannaneHCID 5948—
Reactant(1R,2S,4S,5R)-2-benzyloxycarbonylamino-4-iodo-7-oxo-6-aza-bicyclo[3.2.1]octane-6-carboxylic acid tert-butyl esterHCID 68766763—
CatalystAzobisisobutyronitrileHCID 6547—
ProductHCID 68765971HCID 68765971—
ProductBenzyloxycarbonylamino-7-oxo-6-aza-bicyclo[3.2.1]octane-6-carboxylic acid tert-butyl esterHCID 68767784—

Reaction Steps

A sample of (1R,2S,4S,5R)-2-benzyloxycarbonylamino-4-iodo-7-oxo-6-aza-bicyclo[3.2.1]octane-6-carboxylic acid tert-butyl ester (43.3 g) was dissolved in benzene (580 mL) prior to the addition of Bu3SnH (27.8 g) and AIBN (0.7 g). The resulting mixture was warmed to a gentle reflux for 3 h. After cooling, the solvent was removed and hexane was added. The resulting white solid was collected by vacuum filtration to give the title compound, (1R,2S,5R)-2-Benzyloxycarbonylamino-7-oxo-6-aza-bicyclo[3.2.1]octane-6-carboxylic acid tert-butyl ester (29.5 g). MS found: (M+Na)+=397.4.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07829571B2
Source datasetuspto-grants-2010_11
ORD IDord-39cc563c6a7b490e93d9c51484441a1f
Source noteuspto-grants-2010_11