HuagongsheHuagongshe Chemistry Print Report · For research reference only
Glycine ethyl ester → N-formyl-L-phenylalanyl-glycine ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Glycine ethyl ester | HCID 12176 | — |
| Reactant | Tert-Butyl isocyanide | HCID 23577 | — |
| Reactant | N-Formyl-L-phenylalanine | HCID 759256 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | N-formyl-L-phenylalanyl-glycine ethyl ester | HCID 12052887 | 55.2% |
Reaction Steps
A solution of 3.9 g (20 mM) N-formyl-L-phenylalanine, 2.5 g (24 mM) glycine ethyl ester, and 1.7 g (20 mM) tert-butyl isonitrile in 30 ml dioxane was heated at 40° - 50°C for 28 hours. It was then evaporated to dryness, and the residue was dissolved in 300 ml methylene chloride. The solution was washed as in the preceding examples, dried, and evaporated. The residue was crystallized from carbon tetrachloride and petroleum ether to produce 3.1 g N-formyl-L-phenylalanyl-glycine ethyl ester (48% yield based on the glycine ethyl ester).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US03984417 |
| Source dataset | uspto-grants-1976_10 |
| ORD ID | ord-0c1ee28329a545dc9382d7bb17eae7ab |
| Source note | uspto-grants-1976_10 |