반응 #11955

반응 방정식

Nα-Fmoc-Nδ-Cbz-L-ornithine

HOBt

WSCI hydrochloride

tryptamine

→

title compound

Nα-Fmoc-Nδ-Cbz-L-ornithine 2-(3-indolyl)ethylamide

용매

DMF

반응 조건

후처리

1. 1
   기타After the reaction
2. 2
   기타the solvent was removed by distillation
3. 3
   workup.DISSOLUTIONThe residue was dissolved in chloroform
4. 4
   추출extracted with 1 mol/l aqueous solution of hydrochloric acid
5. 5
   세척The organic layer was washed with a saturated aqueous solution of sodium bicarbonate
6. 6
   기타The solvent was removed by distillation
7. 7
   기타the residue was purified by silica gel column chromatography (50 g, chloroform/ethyl acetate=1/1)

실험 절차

Commercially available Nα-Fmoc-Nδ-Cbz-L-ornithine (528.0 mg) was dissolved in DMF (10.6 ml), and HOBt (235 mg), WSCI hydrochloride (334 mg), and tryptamine (0.165 ml) were added to the solution. The mixture was stirred for 16 hours at room temperature. After the reaction, the solvent was removed by distillation. The residue was dissolved in chloroform and extracted with 1 mol/l aqueous solution of hydrochloric acid. The organic layer was washed with a saturated aqueous solution of sodium bicarbonate. The solvent was removed by distillation and the residue was purified by silica gel column chromatography (50 g, chloroform/ethyl acetate=1/1) to obtain the title compound (690 mg) as a white solid.

출처