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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2361113Generated: October 30, 2026

Tetrahydrofuran → 2-{3-[(1R,2R)-2-Carboxy-1-(2-chlorobenzyl)-2-hydroxy-ethylcarbamoyl]-propyl}-benzoic Acid

https://huagongshe.com/reaction/2361113

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantSodium HydroxideHCID 14798—
Reactant2-{3-[(1R,2R)-2-butoxycarbonyl-1-(2-chloro-benzyl)-2-hydroxy-ethylcarbamoyl]-propyl}-benzoic acidHCID 71073655—
SolventAcetic AcidHCID 176—
Product2-{3-[(1R,2R)-2-Carboxy-1-(2-chlorobenzyl)-2-hydroxy-ethylcarbamoyl]-propyl}-benzoic AcidHCID 7107357699%

Reaction Steps

2-{3-[(1R,2R)-2-Butoxycarbonyl-1-(2-chloro-benzyl)-2-hydroxy-ethylcarbamoyl]-propyl}-benzoic acid (110 mg, 230 μmol, 1.0 eq.) was combined with THF (2.1 mL), and 1 M aqueous NaOH (480 μL, 2.0 eq.). The mixture was stirred at room temperature for 1 hour. Upon completion of the reaction was completed, AcOH (1 mL) was added and the product was purified by preparative HPLC. The clean fractions were combined and lyophilized to yield the title compound (95 mg, 99% purity). MS m/z [M+H]+ calc'd for C21H22ClNO6, 420.11. found 420.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08686184B2
Source datasetuspto-grants-2014_04
ORD IDord-11ed2239850b4fdb98def45eac17ed8b
Source noteuspto-grants-2014_04