Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1788799Generated: November 2, 2026

Ethyl Acetate → HCID 13232653, compound

https://huagongshe.com/reaction/1788799

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantPotassium CyanideHCID 9032—
Reactant(3R,4R)-4-(Methanesulfonyl)-3-[(triphenylmethyl)amino]azetidin-2-oneHCID 12590460—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 13232653HCID 1323265377.2%

Reaction Conditions

Temperature25 °C

Reaction Steps

To a solution of 12.3 g of (3R, 4R)-4-methylsulfonyl-3-tritylamino-2-azetidinone in 150 ml of DMF is added a solution of 1.6 g of potassium cyanide in 24 ml of water under ice-cooling and the mixture is stirred at room temperature (approx. 25° C.) for 30 minutes. To the reaction mixture are added ice water and ethyl acetate, and the ethyl acetate layer is taken, washed with water and dried over anhydrous magnesium sulfate. The solvent is then distilled off under reduced pressure and the residue is chromatographed on a silica gel column [eluant: ethyl acetate-n-hexane (1:1)] to give 6.7 g of (3S, 4RS)-4-cyano-3-tritylamino-2-azetidinone (4R:4S=1:1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04684724
Source datasetuspto-grants-1987_08
ORD IDord-9b042347b36c4a3287150473876816b6
Source noteuspto-grants-1987_08