HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Methylmorpholine → Nalpha-Boc-Ndelta-Cbz-ornithinol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Methylmorpholine | HCID 7972 | — |
| Reactant | Ethyl chloroformate | HCID 10928 | — |
| Reactant | (2S)-5-{[(benzyloxy)carbonyl]amino}-2-{[(tert-butoxy)carbonyl]amino}pentanoic acid | HCID 7269338 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Nalpha-Boc-Ndelta-Cbz-ornithinol | HCID 11772551 | — |
Reaction Steps
Preparation takes place in analogy to Example 83A from 1.0 g (2.73 mmol) of N5-[(benzyloxy)carbonyl]-N2-(tert-butoxycarbonyl)-L-ornithine in 35 ml of tetrahydrofuran with 0.276 g (2.73 mmol) of 4-methylmorpholine, 0.296 g (2.73 mmol) of ethyl chloroformate and 5.5 ml (5.5 mmol) of a 1M solution of lithium aluminum hydride in tetrahydrofuran. The product is purified by preparative HPLC (Kromasil, mobile phase acetonitrile/0.25% aqueous trifluoroacetic acid 5:95→95:5).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07446102B2 |
| Source dataset | uspto-grants-2008_11 |
| ORD ID | ord-fcf9ba16ed3747e2a5aa65d77be96452 |
| Source note | uspto-grants-2008_11 |