HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → (S)-1-benzyloxycarbonyl-N-[3-(2-oxo-pyrrolidinyl)propyl]-2-pyrrolidine carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Isobutyl chloroformate | HCID 62365 | — |
| Reactant | 1-(3-Aminopropyl)-2-pyrrolidinone | HCID 82111 | — |
| Reactant | Benzyloxycarbonyl-L-proline | HCID 101987 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (S)-1-benzyloxycarbonyl-N-[3-(2-oxo-pyrrolidinyl)propyl]-2-pyrrolidine carboxamide | HCID 18601121 | 29.7% |
Reaction Steps
In 100 ml of THF was dissolved 9.97 g of compound (29) and after adding slowly thereto 4.45 g of triethylamine and then 6.01 g of isobutyl chloroformate under ice-cooling, the reaction was performed under ice-cooling. To the reaction mixture was slowly added 11.37 g of 3-(2-oxo-1-pyrrolidinyl)-propylamine and then the reaction was performed for one hour under ice-cooling. Precipitates were filtered off, the filtrate was concentrated, and the residue thus formed was subjected to silica gel column chromatography. By eluting the product with ethyl acetatemethanol (4:1), 4.43 g of (S)-1-benzyloxycarbonyl-N-[3-(2-oxo-pyrrolidinyl)propyl]-2-pyrrolidine carboxamide (99) was obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04610821 |
| Source dataset | uspto-grants-1986_09 |
| ORD ID | ord-c7f8efba479f491d855bc32b4e942921 |
| Source note | uspto-grants-1986_09 |