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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2165287Generated: November 1, 2026

Triethylamine → HCID 56990475, compound

https://huagongshe.com/reaction/2165287

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactanttert-butyl N-[(2S,3S)-1-hydroxy-2-methyl-4-oxoazetidin-3-yl]carbamateHCID 12946603—
ReactantHCID 57264773HCID 57264773—
SolventDimethylformamideHCID 6228—
ProductHCID 56990475HCID 5699047588.6%

Reaction Steps

(3S-trans)-3-[(t-Butyloxycarbonyl)amino]-1- hydroxy-4-methyl-2-azetidinone (21.6 g) was dissolved in 250 ml of dimethylformamide. At 0° C. 26.7 g of bromoacetic acid. [(3-pentyloxy)carbonyl]-methyl ester was added, followed by 17 ml of triethylamine. The mixture was stirred overnight, and the dimethylformamide was evaporated in vacuo. The oily residue was dissolved in 300 ml of ethyl acetate, washed with ice-cold NaHCO3 solution and then washed three times with ice water. After drying over MgSO4, the solvent was evaporated in vacuo yielding 35.6 g of the title compound as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04939253
Source datasetuspto-grants-1990_07
ORD IDord-581da299c112427c8c9adbdc166c91d4
Source noteuspto-grants-1990_07