HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 415699Generated: October 25, 2026
Acetic acid, 2-(triphenylphosphoranylidene)-, ethyl ester → (S,E)-tert-butyl 4-(3-ethoxy-3-oxoprop-1-enyl)-2,2-dimethyloxazolidine-3-carboxylate
https://huagongshe.com/reaction/415699
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic acid, 2-(triphenylphosphoranylidene)-, ethyl ester | HCID 70670 | — |
| Reactant | 3-Boc-2,2-dimethyloxazolidine-4-carboxaldehyde, (R)-(+)- | HCID 178792 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | (S,E)-tert-butyl 4-(3-ethoxy-3-oxoprop-1-enyl)-2,2-dimethyloxazolidine-3-carboxylate | HCID 10732902 | 111.3% |
Reaction Steps
A mixed solution comprising (4R)-4-formyl-2,2-dimethyl-1,3-oxazolidine-3-carboxylic acid tert-butyl ester (11.7 g), (carboethoxymethylene)triphenylphosphorane (20.7 g) and toluene (100 ml) was heated with stirring at 100° C. for 18 hours. The reaction mixture was concentrated, and the resulting residue was purified by silica gel column chromatography (hexane:acetic acid ethyl ester=8:1), to obtain the title compound (17 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08088796B2 |
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| Source dataset | uspto-grants-2012_01 |
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| ORD ID | ord-981112ebcf974b618030a67fa482d260 |
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| Source note | uspto-grants-2012_01 |
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