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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 351393Generated: October 30, 2026

Tributylstannane → HCID 68765971, compound

https://huagongshe.com/reaction/351393

Reaction equation

Participants

RoleNameHCIDCharge
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—
SolventBenzeneHCID 241—
ProductHCID 68765971HCID 6876597191%

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 (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 numberUS07183270B2
Source datasetuspto-grants-2007_02
ORD IDord-3cb287ee2c27488c859ab1729a79989f
Source noteuspto-grants-2007_02