HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl iodide → (2S,4R)-4-(Aminomethyl)-N-methyl-N-[(1R)-3-methyl-1-(6-ethyl-3-quinolylcarbamoyl)butyl]-2-pyrrolidinecarboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | 3-Aminoquinoline | HCID 11375 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | tert-Butoxycarbonyl-D-leucine | HCID 637604 | — |
| Reactant | Boc-N-methyl-D-leucine | HCID 6992561 | — |
| Reactant | trans-4-(N-tert-butoxycarbonylglycyl)amino-N-tert-butoxycarbonyl-L-proline | HCID 21341559 | — |
| Reactant | 6-Ethylquinolin-3-amine | HCID 22458751 | — |
| Reactant | trans-4-(N-tert-butoxycarbonylaminomethyl)-N-tert-butoxycarbonyl-D-proline | HCID 53725027 | — |
| Product | (2S,4R)-4-(Aminomethyl)-N-methyl-N-[(1R)-3-methyl-1-(6-ethyl-3-quinolylcarbamoyl)butyl]-2-pyrrolidinecarboxamide | HCID 70175963 | — |
Reaction Steps
This compound was prepared as for Compound M15, replacing N-tert-butoxycarbonyl-D-homophenylalanine with N-tert-butoxycarbonyl-N-methyl-D-leucine (made by treantment of N-tert-butoxycarbonyl-D-leucine with excess sodium hydride and methyl iodide in 1TF), trans-4-(N-tert-butoxycarbonylglycyl)amino-N-tert-butoxycarbonyl-L-proline with trans-4-(N-tert-butoxycarbonylaminomethyl)-N-tert-butoxycarbonyl-D-proline and coupling with 3-amino-6-ethylquinoline inst of 3-aminoquinoline.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06399629B1 |
| Source dataset | uspto-grants-2002_06 |
| ORD ID | ord-1650b4ffa68945d7887911f37d9fb329 |
| Source note | uspto-grants-2002_06 |