反应详情
EQUATION
反应方程式
REACTANTS
反应物
PRODUCTS
生成物
AUXILIARIES
试剂、催化剂与溶剂
PROCEDURE
实验过程
Prepared using General Procedures 2 then 8: To a stirring suspension of 4′-methyl-[1,1′-biphenyl]-4-carboxylic acid (57 mg, 0.27 mmol) in DCM (5 mL) were added DMF (2 drops) and oxalyl chloride (25 μL, 0.29 mmol). The reaction mixture was stirred at room temperature for 2 h. To this mixture was added a solution of tert-butyl 2-(N-(4-hydroxybenzyl)-2-methoxy-4-(2-(4-methoxy-2-(trifluoromethyl)phenyl)acetamido)benzamido)acetate INT-24 (108 mg, 0.18 mmol) and TEA (62 μL, 0.45 mmol) in DCM (5 mL). The reaction mixture was stirred at room temperature for 2 h then TFA (3 mL) was added. After stirring for 2 h, the solvent was concentrated and the product was purified by preparative HPLC to provide to afford 23.1 mg (17%) of 2-(2-methoxy-4-(2-(4-methoxy-2-(trifluoromethyl)phenyl)acetamido)-N-(4-((4′-methyl-[1,1′-biphenyl]-4-carbonyl)oxy)benzyl)benzamido)acetic acid 314 as a white powder. LCMS-ESI (m/z) calculated for C41H35F3N2O8: 740; found 741 [M+H]+, tR=10.33 min (Method 9). 1H NMR (400 MHz, DMSO) δ 12.77 (s, 1H), 10.34 (s, 0.5H), 10.32 (s, 0.5H), 8.25-8.15 (m, 2H), 7.93-7.85 (m, 2H), 7.74-7.64 (dt, J=6.3, 2.3 Hz, 2H), 7.53-7.39 (m, 3H), 7.39-7.07 (m, 9H), 5.01 (br s, 1H), 4.42 (s, 1H), 3.90-3.65 (m, 10H), 2.38 (s, 3H).
WORKUP
后处理
- customPrepared
- stirringThe reaction mixture was stirred at room temperature for 2 h
- stirringAfter stirring for 2 h
- concentrationthe solvent was concentrated
- customthe product was purified by preparative HPLC
- customto provide