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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1798481Generated: October 31, 2026

Dibutyltin oxide → HCID 178494887, compound

https://huagongshe.com/reaction/1798481

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDibutyltin oxideHCID 61221—
ReactantAzidotrimethylsilaneHCID 78378—
ReactantHCID 86641749HCID 86641749—
SolventTolueneHCID 1140—
ProductHCID 178494887HCID 178494887—

Reaction Conditions

Temperature105 °C

Reaction Steps

To a solution of tert-butyl (3R,4S)-3-([[3-[(4-cyanobenzyl)oxy]-5-(3-methoxy-propyl)benzyl](cyclopropyl)amino]carbonyl}-4-{4-[2-(2,6-dichloro-4-methylphen-oxy)ethoxy]phenyl}piperidine-1-carboxylate (1 eq.) from the previous step in toluene (0.04 M) was added azido(trimethyl)silane (3 eq.) and dibutyltin oxide (0.25 eq.). The reaction was heated to 105° C. and stirred for 16 h. The volatiles were removed in vacuo and the crude product was purified by flash column chromatography (SiO2, 95.9:3.9:0.2 (v/v/v) DCM/MeOH/AcOH) to afford the title compound as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08343968B2
Source datasetuspto-grants-2013_01
ORD IDord-11121ada6421448c9e09c16dbd82627e
Source noteuspto-grants-2013_01