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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 20948Erstellt: 23. Oktober 2026

Oxazole → 2-(Tri-n-butylstannyl)oxazole

https://huagongshe.com/de/reaction/20948

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktOxazoleHCID 9255—
EduktTributyltin ChlorideHCID 15096—
Edukt(4R)-1-Boc-4-(2-propen-1-yloxy)-D-prolineHCID 67315699—
Eduktmethyl 3-((R)-2-(methoxymethyl)pyrrolidine-1-carbonyl)-5-(oxazol-2-yl)benzoateHCID 67316177—
EduktButyllithiumHCID 178418339—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt2-(Tri-n-butylstannyl)oxazoleHCID 15486183—

Reaktionsbedingungen

Temperatur-78 °C

Reaktionsschritte

Step H (2): Preparation of methyl 3-((R)-2-(methoxymethyl)pyrrolidine-1-carbonyl)-5-(oxazol-2-yl)benzoate. To a solution of oxazole (2.0 g, 29.0 mmol) in THF (30 mL) was added n-butyl lithium (2.0 M solution in cyclohexanes, 16 mL, 31.9 mmol) at −78° C. slowly. The reaction mixture was stirred at −78° C. for 1.2 h, then tributylstannyl chloride (5.0 g, 15.4 mmol) was added. The reaction mixture was warmed up to rt over 3 h. Hexanes (200 mL) was added and the mixture was washed with H2O, dried over Na2SO4 and concentrated under vacuum to give 5.6 g of the 2-(tributylstannyl)oxazole ready for use.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07745470B2
Quelldatensatzuspto-grants-2010_06
ORD IDord-03d30734f4e146ad9f6aeb1b2e8c3cb4
Quellennotizuspto-grants-2010_06