HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 660637Generated: October 31, 2026
Ethyl Acetate → (S)-2-Acetylamino-3-[3-benzyloxy-4-(1,1,4-trioxo-1,2,5-thiadiazolidin-2-yl)-phenyl]-propionic Acid Tert-butyl Ester
https://huagongshe.com/reaction/660637
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Cesium fluoride | HCID 25953 | — |
| Reactant | (S)-2-Acetylamino-3-{3-benzyloxy-4-[1,1,4-trioxo-5-(2-trimethylsilanylethyl)-1,2,5-thiadiazolidin-2-yl]-phenyl}-propionic Acid Tert-butyl Ester | HCID 68842421 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | (S)-2-Acetylamino-3-[3-benzyloxy-4-(1,1,4-trioxo-1,2,5-thiadiazolidin-2-yl)-phenyl]-propionic Acid Tert-butyl Ester | HCID 68838040 | — |
Reaction Steps
To a solution of (S)-2-acetylamino-3-{3-benzyloxy-4-[1,1,4-trioxo-5-(2-trimethylsilanylethyl)-1,2,5-thiadiazolidin-2-yl]-phenyl}-propionic acid tert-butyl ester (137 mg, 0.23 mmol) in DMF (5 mL) is added CsF (175 mg, 1.15 mmol) and the mixture is stirred at 70° C. for 2 h. Ethyl acetate is added and the mixture is washed with 1N HCl and brine. The organic phase is dried over magnesium sulfate and the solvent removed under reduced pressure to give the title compound which is used directly in the next step.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08084448B2 |
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| Source dataset | uspto-grants-2011_12 |
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| ORD ID | ord-8b60da4ffb9f441597a578782040c11d |
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| Source note | uspto-grants-2011_12 |
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