HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,4-Dimethylpyridine → N-((2'-Cyano(1,1'-biphenyl)-4-yl)methyl)-N-(1-oxopentyl)-L-valine methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,4-Dimethylpyridine | HCID 7936 | — |
| Reactant | 2,6-Lutidine | HCID 7937 | — |
| Reactant | 3,4-Dimethylpyridine | HCID 11417 | — |
| Reactant | 2,3-Lutidine | HCID 11420 | — |
| Reactant | 2,5-Dimethylpyridine | HCID 11526 | — |
| Reactant | 3,5-Dimethylpyridine | HCID 11565 | — |
| Reactant | Valeryl chloride | HCID 61186 | — |
| Reactant | N-((2'-Cyano(1,1'-biphenyl)-4-yl)methyl)-L-valine methyl ester | HCID 16744794 | — |
| Product | N-((2'-Cyano(1,1'-biphenyl)-4-yl)methyl)-N-(1-oxopentyl)-L-valine methyl ester | HCID 16744795 | — |
Reaction Steps
Reacting pure N-[(2′-cyanobiphenyl-4-yl)methyl]-(L)-valine methyl ester (VI) with n-valeryl chloride in the presence of a heterocyclic amine base selected from 2,6-lutidine, 2,4-lutidine, 2,3-lutidine, 3,4-lutidine, 2,5-lutidine, 3,5-lutidine to produce pure N-valeryl-N-[(2′-cyanobiphenyl-4-yl)methyl]-(L)-valine methyl ester (VII) substantially free from alkene impurity of formula (VIIa).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08981109B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-5a43a3ecd81a419d85e3afee1e8cc43b |
| Source note | uspto-grants-2015_03 |