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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 535073Generated: October 25, 2026

tert-Butyl bromoacetate → Dimethyl (2s,3s,5s)-5-(2-tert-butoxy-2-oxoethoxy)-2-[(4-phenylpiperazin-1-yl)carbonyl]piperidine-1,3-dicarboxylate

https://huagongshe.com/reaction/535073

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttert-Butyl bromoacetateHCID 79177—
ReactantPotassium tert-butoxideHCID 23665647—
Reactantdimethyl(2S,3S,5S)-5-hydroxy-2-[(4-phenylpiperazin-1-yl)carbonyl]piperidine-1,3-dicarboxylateHCID 67304346—
SolventTetrahydrofuranHCID 8028—
ProductDimethyl (2s,3s,5s)-5-(2-tert-butoxy-2-oxoethoxy)-2-[(4-phenylpiperazin-1-yl)carbonyl]piperidine-1,3-dicarboxylateHCID 67303979—

Reaction Steps

To a solution of dimethyl (2S,3S,5S)-5-hydroxy-2-[(4-phenylpiperazin-1-yl)carbonyl]piperidine-1,3-dicarboxylate (50.0 mg, 0.000123 mol) in tetrahydrofuran (0.50 mL, 0.0062 mol) was added 1.00 M of potassium tert-butoxide in tetrahydrofuran (0.150 mL). After stirred at rt for 30 min, to the mixture was added bromo-acetic acid 1,1-dimethylethyl ester (0.0228 mL, 0.000154 mol). The resulting mixture was stirred at rt overnight and then concentrated to dry.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08853243B2
Source datasetuspto-grants-2014_10
ORD IDord-f1678fb6229b4bf6b96a8df698f5cc52
Source noteuspto-grants-2014_10