تفاعل #49177

معادلة التفاعل

Compound 19

(6-{2-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-pyrrolidin-1-yl}-6-oxo-hexyl)-carbamic acid 2-(2-hexadecyl-2,5,7,8-tetramethyl-chroman-6-yloxy)-ethyl ester

succinic anhydride

triethylamine

→

compound 21

المردود 51.0%

Succinic acid mono-(5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-1-{6-[2-(2-hexadecyl-2,5,7,8-tetramethyl-chroman-6-yloxy)-ethoxycarbonylamino]-hexanoyl}-pyrrolidin-3-yl)ester

المردود 51.0%

المذيبات

dichloromethane

ظروف التفاعل

المعالجة

1. 1
   أخرىdried in a vacuum at 40° C. overnight
2. 2
   workup.DISSOLUTIONThe mixture was dissolved in anhydrous dichloromethane (25 mL)
3. 3
   غسيلwashed with ice cold aqueous citric acid (5% wt., 50 mL) and water (2×50 mL)
4. 4
   تجفيفThe organic phase was dried over anhydrous sodium sulfate
5. 5
   تركيزconcentrated to dryness
6. 6
   أخرىThe crude product was purified by column chromatography

الإجراء التجريبي

Referring to scheme 7, Compound 19 (5.1 g, 5 mmol) was mixed with succinic anhydride (0.75 g, 7.5 mmol) and DMAP (0.062 g, 0.5 mmol) and dried in a vacuum at 40° C. overnight. The mixture was dissolved in anhydrous dichloromethane (25 mL), triethylamine (1.52 g, 2 mL, 15 mmol) was added and the solution was stirred at room temperature under argon atmosphere for 16 h. It was then diluted with dichloromethane (50 mL) and washed with ice cold aqueous citric acid (5% wt., 50 mL) and water (2×50 mL). The organic phase was dried over anhydrous sodium sulfate and concentrated to dryness. The crude product was purified by column chromatography to afford compound 21 as white foamy solid (2.85 g, 51% yield; Rf=0.65 in 10% MeOH/CHCl3).

المصدر