反应详情

Prepared using General Procedure 7. Into a solution of 5-(tert-butyl)thiophene-2-carboxylic acid (1.93 g, 10.0 mmol) in DMF (20 mL) were added HATU (4.56 g, 12.0 mmol) and TEA (4.18 mL, 30.0 mmol). The mixture was stirred at room temperature for 30 min and (S)-tert-butyl 2-amino-3-(4-hydroxyphenyl)propanoate (2.37 g, 10.0 mmol) was added. After 1 h, the reaction mixture was poured into 400 mL of ice-water and the solid was filtered. The solid was dissolved in DCM and EA, dried over MgSO4, concentrated, and purified by chromatography (EA/hexanes) to provide 3.6 g (89%) of tert-butyl (5-(tert-butyl)thiophene-2-carbonyl)-L-tyrosinate. LCMS-ESI (m/z) calculated for C22H29NO4S: 403.2. found: 426.1 [M+Na]+, tR=9.07 min (Method 2).

1. customPrepared
2. waitAfter 1 h
3. filtrationthe solid was filtered
4. dissolutionThe solid was dissolved in DCM
5. dry with materialEA, dried over MgSO4
6. concentrationconcentrated
7. custompurified by chromatography (EA/hexanes)