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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 408601Generated: October 29, 2026

Ethanol → ((4-Chloro-benzyl)-{1-[2-(3,5-dimethyl-phenyl)-acetyl]-2-methyl-azetidine-2-carbonyl}-amino)-acetic acid

https://huagongshe.com/reaction/408601

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantSodium HydroxideHCID 14798—
Reactant((4-Chloro-benzyl)-{1-[2-(3,5-dimethyl-phenyl)-acetyl]-2-methyl-azetidine-2-carbonyl}-amino)-acetic acid methyl esterHCID 70558785—
SolventMethanolHCID 887—
Product((4-Chloro-benzyl)-{1-[2-(3,5-dimethyl-phenyl)-acetyl]-2-methyl-azetidine-2-carbonyl}-amino)-acetic acidHCID 70558376—

Reaction Conditions

Temperature20 °C

Reaction Steps

To a solution of ((4-chloro-benzyl)-{1-[2-(3,5-dimethyl-phenyl)-acetyl]-2-methyl-azetidine-2-carbonyl}-amino)-acetic acid methyl ester, compound 48 (1 eq.) in either EtOH or MeOH was added aqueous NaOH (2N) (2 eq.). The reaction was stirred at 20° C. for 2 h. The solvent was removed under reduced pressure and the crude was partitioned between water and EtOAc. The organic layer was discarded and the aqueous layer was acidified by addition of aqueous HCl (2N) and thoroughly extracted with EtOAc. The organic layers were combined, dried over MgSO4, filtered and concentrated to afford ((4-chloro-benzyl)-{1-[2-(3,5-dimethyl-phenyl)-acetyl]-2-methyl-azetidine-2-carbonyl}-amino)-acetic acid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08759334B2
Source datasetuspto-grants-2014_06
ORD IDord-1d83123723404f37b8e07317dd79788d
Source noteuspto-grants-2014_06