Reaktion #2391632

Reaktionsgleichung

Boc-Gly-Phe-Leu-OH

N-hydroxysuccinimide

H-Gly-OBzl

N,N′-dicyclohexylcarbodiimide

→

title compound

Ausbeute 62.3%

Boc-Gly-Phe-Leu-Gly-OBzl

Ausbeute 62.3%

Lösungsmittel

N,N-dimethylformamide

tosylate

N,N-dimethylformamide

triethylamine

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONwas added
2. 2
   Sonstigeto react
3. 3
   workup.STIRRINGwith stirring at room temperature for 16 hours
4. 4
   SonstigeThis reaction mixture was evaporated to dryness under reduced pressure
5. 5
   Sonstigethe residue was purified by silica gel column chromatography (eluent: dichloromethane:methanol=50:1 solution)

Vorschrift

The Boc-Gly-Phe-Leu-OH obtained in Example 18 (2.4 g) and N-hydroxysuccinimide (656 mg) were dissolved in N,N-dimethylformamide (50 ml), cooled to 4° C., and then added with N,N′-dicyclohexylcarbodiimide (1.17 g) and stirred for 2 hours. To this solution, a N,N-dimethylformamide solution (40 ml), in which tosylate of H-Gly-OBzl (1.9 g) and triethylamine (0.79 ml) had been dissolved, was added and the mixture was allowed to react with stirring at room temperature for 16 hours. This reaction mixture was evaporated to dryness under reduced pressure, and the residue was purified by silica gel column chromatography (eluent: dichloromethane:methanol=50:1 solution) to give the title compound (2.0 g).

Quelle