反応 #5817

反応方程式

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

溶媒

methanol

triethylamine

methylene chloride

反応条件

後処理

1. 1
   workup.ADDITIONwas added to the reaction mixture, which
2. 2
   抽出was then extracted twice with 20 ml of chloroform
3. 3
   乾燥the extract was dried over magnesium sulfate
4. 4
   濃縮concentrated under a reduced pressure
5. 5
   その他to obtain a residue
6. 6
   温度the mixture was refluxed for two hours
7. 7
   乾燥dried over magnesium sulfate
8. 8
   濃縮concentrated under a reduced pressure
9. 9
   洗浄eluted with chloroform/methanol (80:1 to 50:1)

実験手順

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.

出典