Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 362529Generated: October 31, 2026

Methanol → t-butyl N-[N-[4-[(1-t-butoxycarbonyl-4-piperidyl)oxy]phenyl]-N-[(7-cyano-2-naphthyl)methyl]sulfamoyl]-N-methylcarbamate

https://huagongshe.com/reaction/362529

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantTriphenylphosphineHCID 11776—
Reactantethyl N-ethoxycarbonyliminocarbamateHCID 220568—
ReactantHCID 15392237HCID 15392237—
SolventTetrahydrofuranHCID 8028—
Productt-butyl N-[N-[4-[(1-t-butoxycarbonyl-4-piperidyl)oxy]phenyl]-N-[(7-cyano-2-naphthyl)methyl]sulfamoyl]-N-methylcarbamateHCID 15392239—

Reaction Steps

t-Butyl N-[N-[4-[(1-t-butoxycarbonyl-4-piperidyl)oxy]phenyl]-N-[(7-cyano-2-naphthyl)methyl]sulfamoyl]carbamate obtained in Reference Example 42 (172 mg) was dissolved in 0.7 ml of tetrahydrofuran, 139 mg of triphenylphosphine, 32 μl of methanol and 83 μl of diethyl azodicarboxylate was added to the solution at 0° C., and then the mixture was stirred at room temperature for 40 minutes. The reaction solution was evaporated, and the resulting residue was purified by silica gel column chromatography using hexane:ethyl acetate (85:15) as the eluent to give 153 mg of t-butyl N-[N-[4-[(1-t-butoxycarbonyl-4-piperidyl)oxy]phenyl]-N-[(7-cyano-2-naphthyl)methyl]sulfamoyl]-N-methylcarbamate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05869501
Source datasetuspto-grants-1999_02
ORD IDord-4bb76539494c448ebba73dc111cf800f
Source noteuspto-grants-1999_02