HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 137329129, compound → HCID 131715977, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 137329129 | HCID 137329129 | — |
| Catalyst | Acetic acid, rhodium(2+) salt | HCID 21674 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 131715977 | HCID 131715977 | 95.2% |
Reaction Steps
A solution of 3.96 g (10 mmol) of (3S,4R)-3-[(1R)-1-tert.-butyldimethylsilyloxyethyl]-4-[3-allyloxycarbonyl-3-diazo-2-oxopropyl]azetidin-2-one in 50 ml of anhydrous dichloromethane was heated to reflux for 30 minutes in the presence of 40 mg (1 mol-%) of rhodium(II) acetate. The reaction solution was filtered through a little kieselguhr and silica gel and evaporated in vacuo. 3.5 g (95%) of the title compound were obtained as a colorless oil, Rf: 0.46 (toluene:ethyl acetate 7:3).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04841042 |
| Source dataset | uspto-grants-1989_06 |
| ORD ID | ord-b7d6ddb69a15428da6661f5b2fec6392 |
| Source note | uspto-grants-1989_06 |