HuagongsheHuagongshe Chemistry Print Report · For research reference only
Carbamic acid, ethyl ester → (S)-5-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-oxazolidin-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Carbamic acid, ethyl ester | HCID 5641 | — |
| Reactant | 4-Nitrobenzoic Acid | HCID 6108 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | (R)-tert-butyldimethyl(2-(oxiran-2-yl)ethoxy)silane | HCID 11030897 | — |
| Product | (S)-5-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-oxazolidin-2-one | HCID 67349769 | 11% |
Reaction Steps
Starting from 2-[2-[[(tert-butyl)dimethylsilyl]oxy]ethyl]-oxirane, (7.00 g; prepared according to WO 2007/144423), carbamic acid ethyl ester (1.46 g), 4-nitrobenzoic acid (347 mg), (R,R)-(salen)CoII complex (626 mg) and NaH (1.676 g) and proceeding in analogy to Org. Letters (2005), 7, 1983-1985, the title compound was obtained as a dark orange solid (880 mg; 11% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08618092B2 |
| Source dataset | uspto-grants-2013_12 |
| ORD ID | ord-e97aeb63d0f442f0989e21eac7291748 |
| Source note | uspto-grants-2013_12 |