HuagongsheHuagongshe Chemistry Print Report · For research reference only
Isobutyl chloroformate → HCID 178512905, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Isobutyl chloroformate | HCID 62365 | — |
| Reactant | Glycinamide | HCID 69020 | — |
| Reactant | HCID 178418600 | HCID 178418600 | — |
| Reactant | HCID 178454196 | HCID 178454196 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | HCID 178512905 | HCID 178512905 | — |
Reaction Steps
Protected arginine, i.e., tert-butyloxycarbonylnitro-arginine is dissolved in a suitable solvent such as dimethylformamide and tetrahydrofuran. The dissolved protected amino acid is then cooled to a temperature slightly below the freezing point (0° C), whereupon isobutyl chlorocarbonate and triethylamine is added with stirring. After a short period, glycinamide dissolved in dimethylformamide is added. The mixture is then permitted to warm to room temperature and stirred for a period of several hours and then filtered. The filtrate is recovered and evaporated to dryness and then extracted with dimethylformamide. The dimethylformamide solution is precipitated with ethylacetate to yield the dipeptide, i.e., protected arginyl-glycinamide.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04081533 |
| Source dataset | uspto-grants-1978_03 |
| ORD ID | ord-55a5380ecac242509ecaf254a4a52585 |
| Source note | uspto-grants-1978_03 |