甲基2-(3,5-二氯-2,6-二羟基-4-甲基苯甲酰)-5-羟基-3-甲氧基苯甲酸酯合成路线 （共 18 条）
反应条件
toluene-4-sulfonic acid in methanol
Hydrolysis; Heating;
参考文献
Katoh, Tadashi; Ohmori, Osamu; Iwasaki, Katsuhiko; Inoue, Munenori
Tetrahedron, 2002 , vol. 58, # 7 p. 1289 - 1299
反应条件
1: 87 percent / DIPEA / CH2Cl2 / 5 h / 0 - 20 °C
2: 98 percent / LiAlH4 / diethyl ether / 2 h / 0 - 20 °C
3: 93 percent / N-bromosuccinimide / dimethylformamide / 2 h / 0 °C
4: 95 percent / NaH / dimethylformamide / 1 h / 0 - 20 °C
5: 95 percent / n-BuLi / hexane; diethyl ether / 3 h / -78 - 20 °C
6: 94 percent / aq. HCl / tetrahydrofuran / 2 h / 20 °C
7: 72 percent / K2CO3 / acetone / 1 h / 20 °C
8: 90 percent / Cs2CO3 / dimethylformamide / 1 h / 20 °C
9: 86 percent / n-BuLi / tetrahydrofuran; hexane / 3.25 h / -78 - 20 °C
10: 98 percent / Dess-Martin periodinane / CH2Cl2 / 0.75 h / 20 °C
11: 79 percent / H2 / Pd/C / ethanol / 1 h / 20 °C / 760 Torr
12: 95 percent / Dess-Martin periodinane / CH2Cl2 / 1 h / 20 °C
13: aq. NaH2PO4; NaClO2; 2-methyl-2-butene / tetrahydrofuran; 2-methyl-propan-2-ol / 1 h / 20 °C
14: 203 mg / diethyl ether; methanol / 0.17 h / 20 °C
15: 81 percent / p-TsOH / methanol / 4 h / Heating
View Scheme
参考文献
Katoh, Tadashi; Ohmori, Osamu; Iwasaki, Katsuhiko; Inoue, Munenori
Tetrahedron, 2002 , vol. 58, # 7 p. 1289 - 1299
反应条件
1: 95 percent / NaH / dimethylformamide / 1 h / 0 - 20 °C
2: 95 percent / n-BuLi / hexane; diethyl ether / 3 h / -78 - 20 °C
3: 94 percent / aq. HCl / tetrahydrofuran / 2 h / 20 °C
4: 72 percent / K2CO3 / acetone / 1 h / 20 °C
5: 90 percent / Cs2CO3 / dimethylformamide / 1 h / 20 °C
6: 86 percent / n-BuLi / tetrahydrofuran; hexane / 3.25 h / -78 - 20 °C
7: 98 percent / Dess-Martin periodinane / CH2Cl2 / 0.75 h / 20 °C
8: 79 percent / H2 / Pd/C / ethanol / 1 h / 20 °C / 760 Torr
9: 95 percent / Dess-Martin periodinane / CH2Cl2 / 1 h / 20 °C
10: aq. NaH2PO4; NaClO2; 2-methyl-2-butene / tetrahydrofuran; 2-methyl-propan-2-ol / 1 h / 20 °C
11: 203 mg / diethyl ether; methanol / 0.17 h / 20 °C
12: 81 percent / p-TsOH / methanol / 4 h / Heating
View Scheme
参考文献
Katoh, Tadashi; Ohmori, Osamu; Iwasaki, Katsuhiko; Inoue, Munenori
Tetrahedron, 2002 , vol. 58, # 7 p. 1289 - 1299
反应条件
1: 93 percent / N-bromosuccinimide / dimethylformamide / 2 h / 0 °C
2: 95 percent / NaH / dimethylformamide / 1 h / 0 - 20 °C
3: 95 percent / n-BuLi / hexane; diethyl ether / 3 h / -78 - 20 °C
4: 94 percent / aq. HCl / tetrahydrofuran / 2 h / 20 °C
5: 72 percent / K2CO3 / acetone / 1 h / 20 °C
6: 90 percent / Cs2CO3 / dimethylformamide / 1 h / 20 °C
7: 86 percent / n-BuLi / tetrahydrofuran; hexane / 3.25 h / -78 - 20 °C
8: 98 percent / Dess-Martin periodinane / CH2Cl2 / 0.75 h / 20 °C
9: 79 percent / H2 / Pd/C / ethanol / 1 h / 20 °C / 760 Torr
10: 95 percent / Dess-Martin periodinane / CH2Cl2 / 1 h / 20 °C
11: aq. NaH2PO4; NaClO2; 2-methyl-2-butene / tetrahydrofuran; 2-methyl-propan-2-ol / 1 h / 20 °C
12: 203 mg / diethyl ether; methanol / 0.17 h / 20 °C
13: 81 percent / p-TsOH / methanol / 4 h / Heating
View Scheme
参考文献
Katoh, Tadashi; Ohmori, Osamu; Iwasaki, Katsuhiko; Inoue, Munenori
Tetrahedron, 2002 , vol. 58, # 7 p. 1289 - 1299
反应条件
1: 98 percent / LiAlH4 / diethyl ether / 2 h / 0 - 20 °C
2: 93 percent / N-bromosuccinimide / dimethylformamide / 2 h / 0 °C
3: 95 percent / NaH / dimethylformamide / 1 h / 0 - 20 °C
4: 95 percent / n-BuLi / hexane; diethyl ether / 3 h / -78 - 20 °C
5: 94 percent / aq. HCl / tetrahydrofuran / 2 h / 20 °C
6: 72 percent / K2CO3 / acetone / 1 h / 20 °C
7: 90 percent / Cs2CO3 / dimethylformamide / 1 h / 20 °C
8: 86 percent / n-BuLi / tetrahydrofuran; hexane / 3.25 h / -78 - 20 °C
9: 98 percent / Dess-Martin periodinane / CH2Cl2 / 0.75 h / 20 °C
10: 79 percent / H2 / Pd/C / ethanol / 1 h / 20 °C / 760 Torr
11: 95 percent / Dess-Martin periodinane / CH2Cl2 / 1 h / 20 °C
12: aq. NaH2PO4; NaClO2; 2-methyl-2-butene / tetrahydrofuran; 2-methyl-propan-2-ol / 1 h / 20 °C
13: 203 mg / diethyl ether; methanol / 0.17 h / 20 °C
14: 81 percent / p-TsOH / methanol / 4 h / Heating
View Scheme
参考文献
Katoh, Tadashi; Ohmori, Osamu; Iwasaki, Katsuhiko; Inoue, Munenori
Tetrahedron, 2002 , vol. 58, # 7 p. 1289 - 1299
反应条件
1: 100 percent / DIPEA / CH2Cl2 / 1 h / 20 °C
2: 86 percent / n-BuLi / tetrahydrofuran; hexane / 3.25 h / -78 - 20 °C
3: 98 percent / Dess-Martin periodinane / CH2Cl2 / 0.75 h / 20 °C
4: 79 percent / H2 / Pd/C / ethanol / 1 h / 20 °C / 760 Torr
5: 95 percent / Dess-Martin periodinane / CH2Cl2 / 1 h / 20 °C
6: aq. NaH2PO4; NaClO2; 2-methyl-2-butene / tetrahydrofuran; 2-methyl-propan-2-ol / 1 h / 20 °C
7: 203 mg / diethyl ether; methanol / 0.17 h / 20 °C
8: 81 percent / p-TsOH / methanol / 4 h / Heating
View Scheme
参考文献
Katoh, Tadashi; Ohmori, Osamu; Iwasaki, Katsuhiko; Inoue, Munenori
Tetrahedron, 2002 , vol. 58, # 7 p. 1289 - 1299
反应条件
1: 72 percent / K2CO3 / acetone / 1 h / 20 °C
2: 90 percent / Cs2CO3 / dimethylformamide / 1 h / 20 °C
3: 86 percent / n-BuLi / tetrahydrofuran; hexane / 3.25 h / -78 - 20 °C
4: 98 percent / Dess-Martin periodinane / CH2Cl2 / 0.75 h / 20 °C
5: 79 percent / H2 / Pd/C / ethanol / 1 h / 20 °C / 760 Torr
6: 95 percent / Dess-Martin periodinane / CH2Cl2 / 1 h / 20 °C
7: aq. NaH2PO4; NaClO2; 2-methyl-2-butene / tetrahydrofuran; 2-methyl-propan-2-ol / 1 h / 20 °C
8: 203 mg / diethyl ether; methanol / 0.17 h / 20 °C
9: 81 percent / p-TsOH / methanol / 4 h / Heating
View Scheme
参考文献
Katoh, Tadashi; Ohmori, Osamu; Iwasaki, Katsuhiko; Inoue, Munenori
Tetrahedron, 2002 , vol. 58, # 7 p. 1289 - 1299
反应条件
1: 90 percent / Cs2CO3 / dimethylformamide / 1 h / 20 °C
2: 86 percent / n-BuLi / tetrahydrofuran; hexane / 3.25 h / -78 - 20 °C
3: 98 percent / Dess-Martin periodinane / CH2Cl2 / 0.75 h / 20 °C
4: 79 percent / H2 / Pd/C / ethanol / 1 h / 20 °C / 760 Torr
5: 95 percent / Dess-Martin periodinane / CH2Cl2 / 1 h / 20 °C
6: aq. NaH2PO4; NaClO2; 2-methyl-2-butene / tetrahydrofuran; 2-methyl-propan-2-ol / 1 h / 20 °C
7: 203 mg / diethyl ether; methanol / 0.17 h / 20 °C
8: 81 percent / p-TsOH / methanol / 4 h / Heating
View Scheme
参考文献
Katoh, Tadashi; Ohmori, Osamu; Iwasaki, Katsuhiko; Inoue, Munenori
Tetrahedron, 2002 , vol. 58, # 7 p. 1289 - 1299
反应条件
1: 86 percent / n-BuLi / tetrahydrofuran; hexane / 3.25 h / -78 - 20 °C
2: 98 percent / Dess-Martin periodinane / CH2Cl2 / 0.75 h / 20 °C
3: 79 percent / H2 / Pd/C / ethanol / 1 h / 20 °C / 760 Torr
4: 95 percent / Dess-Martin periodinane / CH2Cl2 / 1 h / 20 °C
5: aq. NaH2PO4; NaClO2; 2-methyl-2-butene / tetrahydrofuran; 2-methyl-propan-2-ol / 1 h / 20 °C
6: 203 mg / diethyl ether; methanol / 0.17 h / 20 °C
7: 81 percent / p-TsOH / methanol / 4 h / Heating
View Scheme
参考文献
Katoh, Tadashi; Ohmori, Osamu; Iwasaki, Katsuhiko; Inoue, Munenori
Tetrahedron, 2002 , vol. 58, # 7 p. 1289 - 1299
反应条件
1: 95 percent / n-BuLi / hexane; diethyl ether / 3 h / -78 - 20 °C
2: 94 percent / aq. HCl / tetrahydrofuran / 2 h / 20 °C
3: 72 percent / K2CO3 / acetone / 1 h / 20 °C
4: 90 percent / Cs2CO3 / dimethylformamide / 1 h / 20 °C
5: 86 percent / n-BuLi / tetrahydrofuran; hexane / 3.25 h / -78 - 20 °C
6: 98 percent / Dess-Martin periodinane / CH2Cl2 / 0.75 h / 20 °C
7: 79 percent / H2 / Pd/C / ethanol / 1 h / 20 °C / 760 Torr
8: 95 percent / Dess-Martin periodinane / CH2Cl2 / 1 h / 20 °C
9: aq. NaH2PO4; NaClO2; 2-methyl-2-butene / tetrahydrofuran; 2-methyl-propan-2-ol / 1 h / 20 °C
10: 203 mg / diethyl ether; methanol / 0.17 h / 20 °C
11: 81 percent / p-TsOH / methanol / 4 h / Heating
View Scheme
参考文献
Katoh, Tadashi; Ohmori, Osamu; Iwasaki, Katsuhiko; Inoue, Munenori
Tetrahedron, 2002 , vol. 58, # 7 p. 1289 - 1299
