HuagongsheHuagongshe Chemistry Print Report · For research reference only
Boc-L-methionine → HCID 69492394, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Boc-L-methionine | HCID 89857 | — |
| Reactant | Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 2733084 | — |
| Reactant | 4-(3-Fluoro-benzyloxy)-phenylamine | HCID 16775314 | — |
| Product | HCID 69492394 | HCID 69492394 | — |
Reaction Steps
Condensation of (S)-BOC-methionine and 4-(3-fluorobenzyloxy)-phenylamine [Example 3b)] by HBTU yields the (S)-{1-[4-(3-fluoro-benzyloxy)-phenylcarbamoyl]-3-methylsulfanyl-propyl}-carbamic acid tert-butyl ester as a light yellow solid; MS: m/e=449 (M+H)+. The following methylation and cyclisation yields the (S)-{1-[4-(3-fluoro-benzyloxy)-phenyl]-2-oxo-pyrrolidin-3-yl}-carbamic acid tert-butyl ester as a white solid; MS: m/e=401 (M+H)+. The cleavage of the BOC-group yields the (S)-3-amino-1-[4-(3-fluoro-benzyloxy)-phenyl]-pyrrolidin-2-one hydrochloride as a white solid; MS: m/e=301 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07235581B2 |
| Source dataset | uspto-grants-2007_06 |
| ORD ID | ord-f2bb9093885e424db29c3cfe24a8bce8 |
| Source note | uspto-grants-2007_06 |