تفاعل #560623

معادلة التفاعل

(S)-tert-butyl 1-(methoxy(methyl)amino)-1-oxopropan-2-ylcarbamate

isopropylmagnesium chloride

benzylmagnesium chloride

→

(S)-tert-butyl 3-oxo-4-phenylbutan-2-ylcarbamate

المذيبات

THF

ظروف التفاعل

المعالجة

1. 1
   أخرىAfter a clear solution was obtained
2. 2
   أخرىThe reaction mixture was quenched with NH4Cl solution
3. 3
   استخلاصextracted with EtOAc (10 mL×2)
4. 4
   غسيلThe combined organic layers were washed with water, brine
5. 5
   تجفيفdried over sodium sulfate
6. 6
   ترشيحbefore being filtered
7. 7
   تركيزconcentrated

الإجراء التجريبي

A solution of (S)-tert-butyl 1-(methoxy(methyl)amino)-1-oxopropan-2-ylcarbamate (1.16 g, 5 mmol) in THF (10 mL) was cooled to −15° C. and slowly charged with isopropylmagnesium chloride (2.0M, 2.37 mL, 0.95 eq). After a clear solution was obtained, benzylmagnesium chloride (1.0M, 4.99 mL, 1.0 eq) was added dropwise with stirring at rt overnight. The reaction mixture was quenched with NH4Cl solution and extracted with EtOAc (10 mL×2). The combined organic layers were washed with water, brine, dried over sodium sulfate before being filtered, concentrated to give a white solid as (S)-tert-butyl 3-oxo-4-phenylbutan-2-ylcarbamate. Mass Spectrum (ESI) m/e=264 (M+1).

المصدر