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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 365919Generated: October 31, 2026

Tri(butyl)vinylstannane → 6-Methyl-5-vinyl-3-(1-t-butyloxycarbonyl-(2S)-azetidinylmethoxy)pyridine

https://huagongshe.com/reaction/365919

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTri(butyl)vinylstannaneHCID 21115800—
Reactant3-(1-BOC-2-(S)-azetidinylmethoxy)-5-bromo-6-methyl-pyridineHCID 22961817—
CatalystHCID 178418397HCID 178418397—
Product6-Methyl-5-vinyl-3-(1-t-butyloxycarbonyl-(2S)-azetidinylmethoxy)pyridineHCID 2296181956.4%

Reaction Steps

The product of 196e (1.0 g, 2.8 mmol) and tributylvinyl tin hydride (0.98 mL, 3.4 mmol) and tetrakis(triphenylphosphine)palladium (161 mg, 0.14 mmol) were as in Example 191a to provide the title compound (0.48 g, 1.58 mmol, 56%) after chromatography (silica gel; hexanes/EtOAc, 4:1): MS (CI/NH3) 305 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06127386
Source datasetuspto-grants-2000_10
ORD IDord-ef41156a15c44f7f9cab134ec80d8311
Source noteuspto-grants-2000_10