Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2305202Generated: October 31, 2026

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

https://huagongshe.com/reaction/2305202

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 numberUS06437138B1
Source datasetuspto-grants-2002_08
ORD IDord-b330f28fa315440aa89344fa82a89467
Source noteuspto-grants-2002_08