تفاعل #164225

معادلة التفاعل

(R)-Quinuclidin-3-yl 2-(4-methylbenzylamino)-2-phenylacetate

2-chloro-1-(thiophen-2-yl)ethanone

→

title compound

المردود 78.6%

(R)-3-[2-(4-methyl-benzylamino)-2-phenyl-acetoxy]-1-(2-oxo-2-thiophen-2-yl-ethyl)-1-azonia-bicyclo[2.2.2]octane formate formate

المردود 78.6%

المذيبات

ethyl acetate

ظروف التفاعل

المعالجة

1. 1
   أخرىSolvent is evaporated
2. 2
   أخرىthe residue is first purified by flash chromatography (DCM/MeOH=9/1 to 85/15)
3. 3
   أخرىOrganic solvent is evaporated
4. 4
   أخرىthe aqueous solution is freeze-dried overnight

الإجراء التجريبي

(R)-Quinuclidin-3-yl 2-(4-methylbenzylamino)-2-phenylacetate (C77) (73 mg, 0.20 mmol) is dissolved in ethyl acetate (2.00 mL) and 2-chloro-1-(thiophen-2-yl)ethanone (35.4 mg, 0.22 mmol) is added. The colorless solution is stirred at RT overnight. Solvent is evaporated and the residue is first purified by flash chromatography (DCM/MeOH=9/1 to 85/15) and then by preparative LC/MS. Organic solvent is evaporated and then the aqueous solution is freeze-dried overnight to afford the title compound as a pale yellow oil (42 mg, 36% yield, formate formate anion, mixture of diastereoisomers).

المصدر