HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzyl 3-{1-[3-(4-tert-butoxycarbonylaminomethylphenyl)-2-oxo-5-oxazolidinylcarbonyl]-4-piperazinyl}propionate → 3-{1-[3-(4-Tert-butoxycarbonylaminomethylphenyl)-2-oxo-5-oxazolidinylcarbonyl]-4-piperazinyl}propionic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzyl 3-{1-[3-(4-tert-butoxycarbonylaminomethylphenyl)-2-oxo-5-oxazolidinylcarbonyl]-4-piperazinyl}propionate | HCID 19965564 | — |
| Reactant | Dichloromethane methanol | HCID 21226129 | — |
| Catalyst | Palladiumcarbon | HCID 14818447 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 3-{1-[3-(4-Tert-butoxycarbonylaminomethylphenyl)-2-oxo-5-oxazolidinylcarbonyl]-4-piperazinyl}propionic acid | HCID 19965488 | — |
Reaction Steps
1.5 g of benzyl 3-{1-[3-(4-tert-butoxycarbonylaminomethylphenyl)-2-oxo-5-oxazolidinylcarbonyl]-4-piperazinyl}propionate are hydrogenated in 50 ml of DMF over 5% Pd/charcoal. After customary workup, the crude product is dissolved in a solvent mixture consisting of dichloromethane/methanol/glacial acetic acid (70:30:2) and chromatographed over silica gel. Trituration of the product with ether gives 3-{1-[3-(4-tert-butoxycarbonylaminomethylphenyl)-2-oxo-5-oxazolidinylcarbonyl]-4-piperazinyl}propionic acid, m.p. 76°-78°.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05614535 |
| Source dataset | uspto-grants-1997_03 |
| ORD ID | ord-1edb4f3bf6684720be92c5b4129ef089 |
| Source note | uspto-grants-1997_03 |