تفاعل #1178459

معادلة التفاعل

sodium hydride

tert-butyl (2R,4R)-4-methoxy-2-[4-(3-oxomorpholin-4-yl)-phenylcarbamoyl]pyrrolidine-1-carboxylate

methyl bromoacetate

→

tert-butyl (2R,4R)-4-methoxy-2-{methoxycarbonylmethyl-[4-(3-oxomorpholin-4-yl)phenyl]-carbamoyl}pyrrolidine-1-carboxylate

المردود 96.9%

المذيبات

dimethylformamide

ظروف التفاعل

المعالجة

1. 1
   workup.WAITis then left
2. 2
   workup.STIRRINGto stir at room temperature for 12 hours
3. 3
   أخرىThe reaction mixture is then evaporated under reduced pressure
4. 4
   استخلاصthe aqueous solution is extracted three times with 20 ml of methylene chloride each time
5. 5
   تجفيفDrying of the combined organic phases over sodium sulfate and stripping-off of the solvent

الإجراء التجريبي

61 mg (2.54 mmol) of sodium hydride are added to the solution of 1 g (2.31 mmol) of tert-butyl (2R,4R)-4-methoxy-2-[4-(3-oxomorpholin-4-yl)-phenylcarbamoyl]pyrrolidine-1-carboxylate (prepared analogously to Example 7.1) in 20 ml of dimethylformamide, and the mixture is stirred at room temperature for 30 minutes. 022 mg (2.31 mmol) of methyl bromoacetate is subsequently added to the reaction mixture, which is then left to stir at room temperature for 12 hours. The reaction mixture is then evaporated under reduced pressure, the residue is taken up in 20 ml of water, and the aqueous solution is extracted three times with 20 ml of methylene chloride each time. Drying of the combined organic phases over sodium sulfate and stripping-off of the solvent gives 1.1 g of tert-butyl (2R,4R)-4-methoxy-2-{methoxycarbonylmethyl-[4-(3-oxomorpholin-4-yl)phenyl]-carbamoyl}pyrrolidine-1-carboxylate as a yellow oil; ESI (M-BOC) 392.

المصدر