تفاعل #52970

معادلة التفاعل

N-(2,6-Dichlorobenzoyl)-4-(2,6-dimethoxyphenyl)-L-phenylalanine methyl ester

chlorosulfonyl isocyanate

→

N-(2,6-dichlorobenzoyl)-4-(2,6-dimethoxy-3-carbamoylphenyl)-L-phenylalanine methyl ester

المذيبات

MeCN

ظروف التفاعل

المعالجة

1. 1
   تركيزThe mixture was concentrated
2. 2
   workup.ADDITION1N HCl (8 mL) was added
3. 3
   workup.STIRRINGThe mixture was stirred at room temperature overnight
4. 4
   استخلاصextracted with AcOEt
5. 5
   تجفيفdried (MgSO4)
6. 6
   ترشيحfiltered
7. 7
   أخرىevaporated
8. 8
   أخرىThe crude product was purified by preparative TLC (silica gel; eluent: AcOEt)

الإجراء التجريبي

N-(2,6-Dichlorobenzoyl)-4-(2,6-dimethoxyphenyl)-L-phenylalanine methyl ester (150 mg) was dissolved in MeCN (6 mL) under N2 and chlorosulfonyl isocyanate (45 μL) was added, and the mixture was stirred at room temperature for 2.5 h. The mixture was concentrated and 1N HCl (8 mL) was added. The mixture was stirred at room temperature overnight, extracted with AcOEt, dried (MgSO4), filtered and evaporated. The crude product was purified by preparative TLC (silica gel; eluent: AcOEt) to give N-(2,6-dichlorobenzoyl)-4-(2,6-dimethoxy-3-carbamoylphenyl)-L-phenylalanine methyl ester (156 mg).

المصدر