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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1665272Generated: November 1, 2026

Tert-butyl 4-hydroxy-4-(mercaptomethyl)piperidine-1-carboxylate → Tert-butyl 4-{[(7-fluoro-3,4-dioxo-3,4-dihydronaphthalen-1-yl)thio]methyl}-4-hydroxypiperidine-1-carboxylate

https://huagongshe.com/reaction/1665272

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTert-butyl 4-hydroxy-4-(mercaptomethyl)piperidine-1-carboxylateHCID 53438219—
Reactant6-Fluoronaphthalene-1,2-dioneHCID 57662019—
SolventAcetonitrileHCID 6342—
ProductTert-butyl 4-{[(7-fluoro-3,4-dioxo-3,4-dihydronaphthalen-1-yl)thio]methyl}-4-hydroxypiperidine-1-carboxylateHCID 67439097—

Reaction Steps

tert-butyl 4-{[(7-fluoro-3,4-dioxo-3,4-dihydronaphthalen-1-yl)thio]methyl}-4-hydroxypiperidine-1-carboxylate was synthesized using tert-butyl 4-hydroxy-4-(mercaptomethyl)piperidine-1-carboxylate, 6-fluoronaphthalene-1,2-dione, acetonitrile as the solvent and conditions outlined in procedure F [step (i)]. The intermediate was purified by flash column chromatography (SiO2, 30% EtOAc in hexanes to 50% EtOAc in hexanes).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08039503B2
Source datasetuspto-grants-2011_10
ORD IDord-49e733eb081a4ef28ea133854a4208d8
Source noteuspto-grants-2011_10