تفاعل #82270

معادلة التفاعل

diethyl azodicarboxylate

vanillin

(3R)-1-tert-butoxycarbonyl-3-hydroxypyrrolidine

triphenylphosphine

→

title compound

المردود 77.9%

4-[((3S)-1-tert-butoxycarbonyl-3-pyrrolidinyl)oxy]-3-methoxybenzaldehyde

المردود 77.9%

المذيبات

tetrahydrofuran

ظروف التفاعل

المعالجة

1. 1
   تركيزAfter concentrating
2. 2
   أخرىthe resulting reaction solution
3. 3
   أخرىthe thus obtained residue was purified

الإجراء التجريبي

In 50 ml of tetrahydrofuran were dissolved 3.04 g of vanillin, 3.74 g of (3R)-1-tert-butoxycarbonyl-3-hydroxypyrrolidine and 5.24 g of triphenylphosphine. The thus prepared solution was mixed with 4.00 g of diethyl azodicarboxylate, and the mixture was stirred at room temperature for 18 hours. After concentrating the resulting reaction solution, the thus obtained residue was purified by subjecting it to silica gel column chromatography using an ethanol/chloroform mixture as an elution solvent. In this way, 5.0 g of the title compound was obtained in an oily form.

المصدر