반응 #5817

반응 방정식

sodium hydroxide

benzyloxycarbonyl chloride

crude product

1-[N,O-Bis(5-Isoquinolinesulfonyl)Tyrosyl]Piperazine

sodium chloride

→

title compound

1-Benzyloxycarbonyl-4-[N-(5-Isoquinolinesulfonyl)Tyrosyl]Piperazine

용매

methanol

triethylamine

methylene chloride

반응 조건

후처리

1. 1
   workup.ADDITIONwas added to the reaction mixture, which
2. 2
   추출was then extracted twice with 20 ml of chloroform
3. 3
   건조the extract was dried over magnesium sulfate
4. 4
   농축concentrated under a reduced pressure
5. 5
   기타to obtain a residue
6. 6
   온도the mixture was refluxed for two hours
7. 7
   건조dried over magnesium sulfate
8. 8
   농축concentrated under a reduced pressure
9. 9
   세척eluted with chloroform/methanol (80:1 to 50:1)

실험 절차

620 mg of the crude product obtained in Example 28 was dissolved in 10 ml of methylene chloride, and to the solution were sequentially added 0.29 ml of benzyloxycarbonyl chloride and 3.04 ml of triethylamine with ice cooling. After stirring for two hours with ice cooling, 40 ml of saturated sodium chloride aqueous solution was added to the reaction mixture, which was then extracted twice with 20 ml of chloroform, and the extract was dried over magnesium sulfate and concentrated under a reduced pressure to obtain a residue. The residue was dissolved in 6 ml of methanol, and after the addition of 2 ml of 1N sodium hydroxide aqueous solution, the mixture was refluxed for two hours, dried over magnesium sulfate and concentrated under a reduced pressure. The resulting residue was applied to a silica gel column and eluted with chloroform/methanol (80:1 to 50:1) to obtain 336 mg of the title compound as colorless crystals.

출처