反応 #64403

反応方程式

N-Boc-O-benzyl tyrosine methylamide

TFA

→

title compound

収率 85.4%

O-Benzyl-L-tyrosine N-methylamide

収率 85.4%

溶媒

CH2Cl2

反応条件

後処理

1. 1
   その他at 0° C
2. 2
   その他After 4 hours the solvent and TFA were removed under vacuum
3. 3
   その他Any remaining TFA was quenched with saturated NaHCO3 solution (100 ml)
4. 4
   抽出The reaction mixture was extracted
5. 5
   洗浄washed with saturated NaHCO3 solution (100 ml) and brine (100 ml)
6. 6
   乾燥The CH2Cl2 layer was dried over Na2SO4
7. 7
   その他the solvent was removed under vacuum
8. 8
   その他to give a white solid, which
9. 9
   その他was recrystallised from ethyl acetate/hexane

実験手順

N-Boc-O-benzyl tyrosine methylamide (5.29 g, 13.8 mmol) was taken up in CH2Cl2 (100 ml). To the solution at 0° C. TFA (10 ml) was added dropwise and the solution allowed to warm to ambient temperature. After 4 hours the solvent and TFA were removed under vacuum. Any remaining TFA was quenched with saturated NaHCO3 solution (100 ml). The reaction mixture was extracted using CH2Cl2 (100 ml) and washed with saturated NaHCO3 solution (100 ml) and brine (100 ml). The CH2Cl2 layer was dried over Na2SO4 and the solvent was removed under vacuum to give a white solid, which was recrystallised from ethyl acetate/hexane to yield the title compound as a white crystalline solid (3.35 g, 85.4%).

出典