反応 #717845

反応方程式

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

溶媒

dichloromethane

反応条件

後処理

1. 1
   その他From the reaction mixture the solvent was removed under reduced pressure
2. 2
   workup.DISSOLUTIONThe raw product was dissolved in dichloromethane
3. 3
   その他chromatographed over approx. 300 ml silica gel
4. 4
   濃縮concentrated to dryness under reduced pressure

実験手順

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.

出典