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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2192845Generated: October 31, 2026

Sodium Hydroxide → (3R*,5S*)-1-(tert-butoxycarbonyl)-5-[({2-tert-butyl-4-[(3-methoxypropyl)amino]pyrimidin-5-yl}carbonyl)(2-methylpropyl)amino]piperidine-3-carboxylic acid

https://huagongshe.com/reaction/2192845

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactant1-tert-Butyl 3-methyl (3R,5S)-5-[({2-tert-butyl-4-[(3-methoxypropyl)amino]pyrimidin-5-yl}carbonyl)(isobutyl)amino]piperidine-1,3-dicarboxylateHCID 59625431—
SolventTetrahydrofurfuryl alcoholHCID 7360—
Product(3R*,5S*)-1-(tert-butoxycarbonyl)-5-[({2-tert-butyl-4-[(3-methoxypropyl)amino]pyrimidin-5-yl}carbonyl)(2-methylpropyl)amino]piperidine-3-carboxylic acidHCID 5962517496.8%

Reaction Steps

1-tert-Butyl 3-methyl (3R*,5S*)-5-[({2-tert-butyl-4-[(3-methoxypropyl)amino]pyrimidin-5-yl}carbonyl)(2-methylpropyl)amino]piperidine-1,3-dicarboxylate (304 mg) was dissolved in tetrahydrofuran-methanol (1:2, 12 ml), 2 M aqueous sodium hydroxide solution (1.35 ml) was added and the mixture was stirred for 2 hr. The reaction mixture was concentrated under reduced pressure, and diluted with saturated aqueous ammonium chloride solution, and the mixture was extracted with ethyl acetate. The extract was dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure to give the object compound (287 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08329691B2
Source datasetuspto-grants-2012_12
ORD IDord-985c66cd62ba4c81b48504b0c0f2e76c
Source noteuspto-grants-2012_12