HuagongsheHuagongshe Chemistry Print Report · For research reference only
(R)-N2-(Boc)-N5-(Cbz)-(R)-N-[1-(4-hydroxyphenyl)ethyl]ornithine amide → (R)-N2-(Boc)-(R)-N-[1-(4-hydroxyphenyl)ethyl]ornithine amide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (R)-N2-(Boc)-N5-(Cbz)-(R)-N-[1-(4-hydroxyphenyl)ethyl]ornithine amide | HCID 131722030 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | (R)-N2-(Boc)-(R)-N-[1-(4-hydroxyphenyl)ethyl]ornithine amide | HCID 131722103 | 88.5% |
Reaction Steps
To a solution of (R)-N2 -(Boc)-N5 -(Cbz)-(R)-N-[1-(4-hydroxyphenyl)-ethyl]ornithine amide (66.26 g; 139 mmol; see Example 4(b) above) in methanol (400 mL) was added 10% Pd/C (w/w; 3.53 g). After stirring for 18 h under 1 atmosphere of hydrogen the reaction was filtered through Celite to remove the catalyst and the filtrate was concentrated under reduced pressure to afford the sub-title compound as a white foam (43.2 g, 123 mmol).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06127414 |
| Source dataset | uspto-grants-2000_10 |
| ORD ID | ord-00c9ca4cfc424db4915128d765058c2d |
| Source note | uspto-grants-2000_10 |