HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylsilane → (4S)-3-[(2S)-3-(4-ethoxyphenyl)-2-isopropoxypropanoyl]-4-benzyl-1,3-oxazolan-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylsilane | HCID 12052 | — |
| Reactant | (4S)-3-[(3R,2S)-3-(4-ethoxyphenyl)-3-hydroxy-2-isopropoxypropanoyl]-4-benzyl-1,3-oxazolan-2-one | HCID 57719757 | — |
| Solvent | Trifluoroacetic acid | HCID 6422 | — |
| Product | (4S)-3-[(2S)-3-(4-ethoxyphenyl)-2-isopropoxypropanoyl]-4-benzyl-1,3-oxazolan-2-one | HCID 57719764 | 101% |
Reaction Steps
7.2 g of (4S)-3-[(3R,2S)-3-(4-Ethoxyphenyl)-3-hydroxy-2-isopropoxypropanoyl]-4-benzyl-1,3-oxazolan-2-one was dissolved in 200 ml of trifluoroacetic acid, 40 ml of triethylsilane was added, and the mixture was stirred for 24 hours. The solvent was evaporated, and the residue was purified by silica gel column chromatography (elution solvent: hexane-ethyl acetate), to give 7.0 g of (4S)-3-[(2S)-3-(4-ethoxyphenyl)-2-isopropoxypropanoyl]-4-benzyl-1,3-oxazolan-2-one as a colorless solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07544835B2 |
| Source dataset | uspto-grants-2009_06 |
| ORD ID | ord-0aa4f5492f3d48e0af0bbf303dc39854 |
| Source note | uspto-grants-2009_06 |