HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzyl(methoxymethyl)((trimethylsilyl)methyl)amine → 3-(trans-1-benzyl-4-methyl-3-pyrrolidinylcarbonyl)-4-(S)-isopropyl-2-oxazolidinone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzyl(methoxymethyl)((trimethylsilyl)methyl)amine | HCID 353442 | — |
| Reactant | (4S)-3-[(E)-but-2-enoyl]-4-propan-2-yl-1,3-oxazolidin-2-one | HCID 5702601 | — |
| Product | 3-(trans-1-benzyl-4-methyl-3-pyrrolidinylcarbonyl)-4-(S)-isopropyl-2-oxazolidinone | HCID 22871833 | 90.8% |
Reaction Steps
3-(trans-3-Methyl-2-propenoyl)-4-(S)-isopropyl-2-oxazolidinone (197 mg, 1.00 mmol, Aldrich) was reacted with N-benzyl-N-(methoxymethyl)trimethylsilylmethylamine (238 mg, 1.00 mmol) according to the procedure of Example 1d, to afford the title compound (300 mg). The diasteromers were separated as in Example 1d, and the (3R,4R)-isomer was taken to the next step. MS m/z 331 (M+H)+. The (3S,4S)-isomer was taken to Example 4. MS m/z 331 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05618949 |
| Source dataset | uspto-grants-1997_04 |
| ORD ID | ord-e6aa37d8e9db4fa8a4e1e47ea5c297b5 |
| Source note | uspto-grants-1997_04 |