HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Methylmorpholine → HCID 86749646, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Methylmorpholine | HCID 7972 | — |
| Reactant | 2-Dimethylaminopyridine | HCID 21885 | — |
| Reactant | Isobutyl chloroformate | HCID 62365 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | (S)-ethyl 3-amino-4-pentynoate | HCID 10419270 | — |
| Reactant | 4-[(4-(Aminoiminomethyl)phenyl)amino]-4-oxobutanoic acid hydrochloride | HCID 69951943 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 86749646 | HCID 86749646 | — |
Reaction Steps
4-[[4-(Aminoiminomethyl)phenyl]amino]-4-oxobutanoic acid hydrochloride was added to dry DMF (35 ml) followed by N-methylmorpholine (0.39 g, 1 eq.) and isobutyl chloroformate (0.53 g, 3.9 mmol) at 25° C. The mixture was stirred for 5 min. (S)-ethyl 3-amino-4-pentynoate was added followed by diisopropylethylamine and a catalytic amount of dimethylaminopyridine. After 1 hour, the solvent was removed under reduced pressure and the product was purified by reverse phase chromatography to give (3S)-ethyl 3-[[4-[[4-(aminoiminomethyl)phenyl]amino]-1,4-dioxobutyl]amino]-4-pentynoate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05536869 |
| Source dataset | uspto-grants-1996_07 |
| ORD ID | ord-444c70d6bb2845c1beaeb9ce3a2b0e88 |
| Source note | uspto-grants-1996_07 |