Back
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

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantCesium fluorideHCID 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 EsterHCID 68842421—
SolventDimethylformamideHCID 6228—
Product(S)-2-Acetylamino-3-[3-benzyloxy-4-(1,1,4-trioxo-1,2,5-thiadiazolidin-2-yl)-phenyl]-propionic Acid Tert-butyl EsterHCID 68838040—

Reaction Conditions

Temperature70 °C

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08084448B2
Source datasetuspto-grants-2011_12
ORD IDord-8b60da4ffb9f441597a578782040c11d
Source noteuspto-grants-2011_12