HuagongsheHuagongshe Chemistry Print Report · For research reference only
(2S)-2-((methoxycarbonyl)amino)-3-methylbutanoic acid → (R)-2-((1R,3S,4R)-3-(6-(9,9-difluoro-7-(2-((S)-1-((S)-2-(methoxy carbonylamino)-2-(tetrahydro-2H-pyran-4-yl)acetyl)pyrrolidin-2-yl)-1H-imidazol-5-yl)-9H-fluoren-2-yl)-1H-benzo[d]imidazol-2-yl)-2-azabicyclo[2.2.1]heptan-2-yl)-2-oxo-1-phenylethylcarbamic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (2S)-2-((methoxycarbonyl)amino)-3-methylbutanoic acid | HCID 10942966 | — |
| Reactant | (S)-2-(Methoxycarbonylamino)-2-(tetrahydro-2H-pyran-4-yl)acetic acid | HCID 59264488 | — |
| Reactant | (S)-benzyl 1-((S)-2-(methoxycarbonylamino)-3-methylbutanoyl)-4-oxopyrrolidine-2-carboxylate | HCID 59610664 | — |
| Reactant | HCID 86648889 | HCID 86648889 | — |
| Reactant | HCID 131733617 | HCID 131733617 | — |
| Product | (R)-2-((1R,3S,4R)-3-(6-(9,9-difluoro-7-(2-((S)-1-((S)-2-(methoxy carbonylamino)-2-(tetrahydro-2H-pyran-4-yl)acetyl)pyrrolidin-2-yl)-1H-imidazol-5-yl)-9H-fluoren-2-yl)-1H-benzo[d]imidazol-2-yl)-2-azabicyclo[2.2.1]heptan-2-yl)-2-oxo-1-phenylethylcarbamic acid methyl ester | HCID 89917738 | — |
Reaction Steps
The title compound was prepared according to the method employed to prepare (S)-benzyl 1-((S)-2-(methoxycarbonylamino)-3-methylbutanoyl)-4-oxopyrrolidine-2-carboxylate, except that methyl (R)-2-((1R,3S,4R)-3-(6-(9,9-difluoro-7-(2-((S)-pyrrolidin-2-yl)-1H-imidazol-5-yl)-9H-fluoren-2-yl)-1H-benzo[d]imidazol-2-yl)-2-azabicyclo[2.2.1]heptan-2-yl)-2-oxo-1-phenylethylcarbamate 3HCl salt and (S)-2-(methoxycarbonylamino)-2-(tetrahydro-2H-pyran-4-yl)acetic acid were used instead of (S)-benzyl 4-oxopyrrolidine-2-carboxylate hydrochloride and (S)-2-(methoxycarbonylamino)-3-methylbutanoic acid. MS (ESI) m/z 939.92 [M+H]+. (34 mg, 23%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09156823B2 |
| Source dataset | uspto-grants-2015_10 |
| ORD ID | ord-45882e036b934a4e8b9e4839ff0d676f |
| Source note | uspto-grants-2015_10 |