HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tributylstannane → HCID 68765971, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tributylstannane | HCID 5948 | — |
| Reactant | (1R,2S,4S,5R)-2-benzyloxycarbonylamino-4-iodo-7-oxo-6-aza-bicyclo[3.2.1]octane-6-carboxylic acid tert-butyl ester | HCID 68766763 | — |
| Catalyst | Azobisisobutyronitrile | HCID 6547 | — |
| Solvent | Benzene | HCID 241 | — |
| Product | HCID 68765971 | HCID 68765971 | 91% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07183270B2 |
| Source dataset | uspto-grants-2007_02 |
| ORD ID | ord-3cb287ee2c27488c859ab1729a79989f |
| Source note | uspto-grants-2007_02 |