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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 479959Generated: November 4, 2026

Trifluoroacetic acid → 4-{(2S)-3-[1-(4-Butoxy-benzenesulfonyl)-azetidin-3-ylamino]-2-hydroxy-propoxy}-phenol

https://huagongshe.com/reaction/479959

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant[1-(4-Butoxy-benzenesulfonyl)-azetidin-3-yl]-[(2S)-2-hydroxy-3-(4-hydroxy-phenoxy)-propyl]-carbamic acid tert-butyl esterHCID 12114477—
SolventDichloromethaneHCID 6344—
Product4-{(2S)-3-[1-(4-Butoxy-benzenesulfonyl)-azetidin-3-ylamino]-2-hydroxy-propoxy}-phenolHCID 9825007111%

Reaction Steps

To a solution of [1-(4-butoxy-benzenesulfonyl)-azetidin-3-yl]-[(2S)-2-hydroxy-3-(4-hydroxy-phenoxy)-propyl]-carbamic acid tert-butyl ester (0.11 g, 0.2 mmol) in dichloromethane (2 ml) was added trifluoroacetic acid (0.15 ml, 2 mmol). The mixture was stirred at room temperature for 2 h, and then quenched with saturated sodium carbonate solution and extracted with dichloromethane. The organic solution was washed with brine, dried over sodium sufate, and evaporated to give 0.10 g of a white solid; m.p. 55-58° C.; MS (ES) m/z 451 (MH+); HRMS (CI) Calcd. for C22H31N2O6S (MH+): 451.1903, Found: 451.1882.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06649603B2
Source datasetuspto-grants-2003_11
ORD IDord-b918f0ac83a64c4383ba7a52655308b3
Source noteuspto-grants-2003_11