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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1444628Generated: October 31, 2026

Lithium hydroxide, monohydrate → 3-[2-{2-[(tert-butoxycarbonyl)amino]phenyl}-3-cyclohexyl-6-(methoxycarbonyl)-1H-indol-1-yl]propanoic acid

https://huagongshe.com/reaction/1444628

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLithium hydroxide, monohydrateHCID 168937—
ReactantMethyl 2-{2-[(tert-butoxycarbonyl)amino]phenyl}-3-cyclohexyl-1-(3-methoxy-3-oxopropyl)-1H-indole-6-carboxylateHCID 68693096—
SolventOxolane--water (1/1)HCID 21881883—
Product3-[2-{2-[(tert-butoxycarbonyl)amino]phenyl}-3-cyclohexyl-6-(methoxycarbonyl)-1H-indol-1-yl]propanoic acidHCID 6869322181%

Reaction Steps

1.1 eq of lithium hydroxide monohydrate was added to a solution of methyl 2-{2-[(tert-butoxycarbonyl) amino]phenyl}-3-cyclohexyl-1-(3-methoxy-3-oxopropyl)-1H-indole-6-carboxylate in a mixture THF:H2O (4:1; 0.1 M). The mixture was stirred at RT for 1.5 h. The reaction was quenched with 1 N HCl and the solvent evaporated in vacuo. The residue was washed with the minimum amount of Et2O and the resultant precipitate filtered to obtain the title compound as a white solid (81%); MS (ES+) m/z 521 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07662809B2
Source datasetuspto-grants-2010_02
ORD IDord-2615390521444e52aaa76449f941883c
Source noteuspto-grants-2010_02