반응 #667482

반응 방정식

Furo[2,3-b]pyridine-5,6-Dicarboxylic anhydride

(+)-2-amino-2,3-dimethylbutyramide

ether

→

(+)-6-(4-isopropyl-4-methyl-5-oxo-2-imidazolin-2-yl)-furo[2,3-b]pyridine-5-carboxylic acid

수율 27.0%

용매

THF

반응 조건

후처리

1. 1
   기타the resulting solid is collected in 88.6% crude yield
2. 2
   기타The (+)-isomer is recrystallized from absolute ethanol
3. 3
   기타is isolated in 27.0% yield from the adduct
4. 4
   기타mp 244°-245° C. [α]D25 =44.5°

실험 절차

Furo[2,3-b]pyridine-5,6-Dicarboxylic anhydride (2.50 g, 0.013 mol) is suspended in 40 mLs anhydrous THF and (+)-2-amino-2,3-dimethylbutyramide (1.72 g, 0.013 mol) is added. The mixture is stirred under N2 at room temperature for 16 hours. The solution is poured into 150 mLs anhydrous ether, and the resulting solid is collected in 88.6% crude yield. The unpurified adduct is converted to the indicated product in the manner described in Example 38 for the racemic mixture. The (+)-isomer is recrystallized from absolute ethanol, and is isolated in 27.0% yield from the adduct., mp 244°-245° C. [α]D25 =44.5°.

출처