HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzyl(methoxymethyl)((trimethylsilyl)methyl)amine → 3-(trans-1-benzyl-4-methyl-3-pyrrolidinylcarbonyl)-4-(R)-benzyl-2-oxazolidinone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzyl(methoxymethyl)((trimethylsilyl)methyl)amine | HCID 353442 | — |
| Reactant | (4R)-3-((E)-2-butenoyl)-4-(phenylmethyl)-2-oxazolidinone | HCID 11481966 | — |
| Product | 3-(trans-1-benzyl-4-methyl-3-pyrrolidinylcarbonyl)-4-(R)-benzyl-2-oxazolidinone | HCID 22871829 | 44.9% |
Reaction Steps
The compound from step 5a (245 mg, 1.00 mmol) was reacted with N-benzyl-N-(methoxymethyl)trimethylsilylmethylamine (254 mg, 1.2 mmol) according to the procedure of Example 1d, to afford the title compound (170 mg). MS m/z 379 (M+H)+. NMR (CDCl3) d 7.15-7.40 (10H, m), 4.69 (1H, m), 4.20 (1H, dd, J=16.5, 9.0 Hz), 4.18 (1H, dd, J=9.0, 6.0 Hz), 3.71 (1H, d, J=13.5 Hz), 3.65 (1H, m), 3.56 (1H, d, J+13.5 Hz), 3.24 (1H, dd, J=13.5, 3.3 Hz), 2.70-3.10 (4H, m), 2.17 (1H, dd, 8.4, 7.5 Hz), 1.08 (3H, d, J=6.9 Hz).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05618949 |
| Source dataset | uspto-grants-1997_04 |
| ORD ID | ord-ce99d4a1001c4ac0a6ddb0990ed2ba11 |
| Source note | uspto-grants-1997_04 |