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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 564527Generated: October 30, 2026

Acetic Acid → 3-{[({3'-[((3S)-4-{[(1,1-Dimethylethyl)oxy]carbonyl}-3-methyl-1-piperazinyl)methyl]-6-fluoro-3-biphenylyl}methyl)(methyl)amino]carbonyl}benzoic Acid

https://huagongshe.com/reaction/564527

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantLithium hydroxide, monohydrateHCID 168937—
Reactant1,1-dimethylethyl (2S)-4-[(2'-fluoro-5'-{[methyl({3-[(methyloxy)carbonyl]phenyl}carbonyl)amino]methyl}-3-biphenylyl)methyl]-2-methyl-1-piperazinecarboxylateHCID 57813306—
SolventMethanol--water (1/1)HCID 22242641—
Product3-{[({3'-[((3S)-4-{[(1,1-Dimethylethyl)oxy]carbonyl}-3-methyl-1-piperazinyl)methyl]-6-fluoro-3-biphenylyl}methyl)(methyl)amino]carbonyl}benzoic AcidHCID 5781344830.4%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of 1,1-dimethylethyl (2S)-4-[(2′-fluoro-5′-{[methyl({3-[(methyloxy)carbonyl]phenyl}carbonyl)amino]methyl}-3-biphenylyl)methyl]-2-methyl-1-piperazinecarboxylate (0.215 g, 0.365 mmol) in MeOH/H2O (1.0/0.5 mL) was added LiOH.H2O (0.077 g, 1.83 mmol). The mixture was heated with a microwave at 80° C. for 30 min. Then it was acidified with HOAc. This mixture was extracted with DCM which was dried over Na2SO4, filtered, concentrated and purified using a Gilson HPLC to afford the title compound 0.0639 g (30%). LC-MS m/z 576 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08067408B2
Source datasetuspto-grants-2011_11
ORD IDord-06298f3f776944479e1950c73e3a242e
Source noteuspto-grants-2011_11