Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 482924Generated: October 27, 2026

Tert-butyl N-[(3S)-2-oxoazetidin-3-yl]carbamate → HCID 131714546, compound

https://huagongshe.com/reaction/482924

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTert-butyl N-[(3S)-2-oxoazetidin-3-yl]carbamateHCID 11116749—
ReactantTert-butyl 2-isothiocyanatoacetateHCID 20243554—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
ProductHCID 131714546HCID 131714546—

Reaction Conditions

Temperature-75 °C

Reaction Steps

A solution of (S)-3-[[(t-butyloxy)carbonyl]amino]-2-azetidinone (186 mg, 1 mmol) in 6 ml of dry tetrahydrofuran at -75° C. was treated with 0.65 ml (1.1 mmol) of 1.68N n-butyl lithium. After 30 minutes, a solution of t-butyl isothiocyanatoacetate (0.17 ml, 1.1 mmol) in 1 ml of dry tetrahydrofuran was added to the reaction mixture. After stirring at -75° C. for 2 hours, the reaction mixture was placed at -70° C. overnight.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04576749
Source datasetuspto-grants-1986_03
ORD IDord-30af46f0d4664fd1890db0e5a37d6115
Source noteuspto-grants-1986_03