반응 #717845

반응 방정식

N-[(9H-Fluoren-9-ylmethoxy)carbonyl]glycine

S-Trityl-L-cysteinylglycinamide

N,N-diisopropylethylamine

HATU

→

N-[(9H-Fluoren-9-ylmethoxy)carbonyl]glycyl-S-trityl-L-cysteinamide

용매

dichloromethane

반응 조건

후처리

1. 1
   기타From the reaction mixture the solvent was removed under reduced pressure
2. 2
   workup.DISSOLUTIONThe raw product was dissolved in dichloromethane
3. 3
   기타chromatographed over approx. 300 ml silica gel
4. 4
   농축concentrated to dryness under reduced pressure

실험 절차

1.00 g (3.36 mmol) of N-[(9H-Fluoren-9-ylmethoxy)carbonyl]glycine was dissolved in 30 ml dichloromethane. 1.41 g (3.36 mmol) S-Trityl-L-cysteinylglycinamide, 0.59 ml (3.36 mmol) N,N-diisopropylethylamine and 1.28 g (3.36 mmol) HATU were added. The reaction mixture was heated for 30 min in a sealed tube at 60° C. in a microwave synthesizer. From the reaction mixture the solvent was removed under reduced pressure. The raw product was dissolved in dichloromethane and chromatographed over approx. 300 ml silica gel. Solvents used were dichloromethane, dichloromethane/methanol 20/1, dichloromethane/methanol 10/1. The product-containing fractions were combined and concentrated to dryness under reduced pressure. This gave 1.63 g (2.06 mmol, 81% of theory) of the desired product.

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