HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-[(4S,5S)-3-benzyloxycarbonyl-4-isobutyl-2,2-dimethyloxazolidin-5-yl]-2-[2-(2-tetrahydropyranyloxy)ethyl]-2-propenoic acid methylamide → (2RS,4S,5S)-5-amino-4-hydroxy-2-[2-(2-tetrahydropyranyloxy)ethyl]-7-methyl-octanoic acid methylamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-[(4S,5S)-3-benzyloxycarbonyl-4-isobutyl-2,2-dimethyloxazolidin-5-yl]-2-[2-(2-tetrahydropyranyloxy)ethyl]-2-propenoic acid methylamide | HCID 70046123 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | (2RS,4S,5S)-5-amino-4-hydroxy-2-[2-(2-tetrahydropyranyloxy)ethyl]-7-methyl-octanoic acid methylamide | HCID 57159732 | 100% |
Reaction Steps
29.2 mg of 3-[(4S,5S)-3-benzyloxycarbonyl-4-isobutyl-2,2-dimethyloxazolidin-5-yl]-2-[2-(2-tetrahydropyranyloxy)ethyl]-2-propenoic acid methylamide was dissolved in ethanol and then hydrogenated by using palladium black as a catalyst under atmospheric pressure. The reaction mixture was subjected to filtration, and the solvent of the filtrate was distilled off under reduced pressure to obtain 19.2 mg of (2RS,4S,5S)-5-amino-4-hydroxy-2-[2-(2-tetrahydropyranyloxy)ethyl]-7-methyl-octanoic acid methylamide.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04851387 |
| Source dataset | uspto-grants-1989_07 |
| ORD ID | ord-ed1b58663ef845cf9671545d2c991595 |
| Source note | uspto-grants-1989_07 |