2-[[(叔丁氧羰基)氨基]甲基]噻唑-4-羧酸合成路线 (共 16 条)
反应条件
1: isobutyl chloroformate; aq. NH3; NMM / tetrahydrofuran 2: (CF3CO)2O; Et3N / CH2Cl2 View Scheme
参考文献
Bhansali, Pravin; Hanigan, Christin L.; Casero, Robert A.; Tillekeratne, L. M. Viranga
Journal of Medicinal Chemistry, 2011 , vol. 54, # 21 p. 7453 - 7463
反应条件
potassium hydroxide in tetrahydrofuran; water
T=20°C; 1 h;
参考文献
Pena, Stella; Scarone, Laura; Manta, Eduardo; Serra, Gloria
Tetrahedron Letters, 2013 , vol. 54, # 22 p. 2806 - 2808
反应条件
1: With lithium hydroxide hydrate in tetrahydrofuran; water
T=0 - 20°C;
2: With potassium hydrogensulfate in tetrahydrofuran; water
pH=1 - 2;
参考文献
Benelkebir, Hanae; Marie, Sabrina; Hayden, Annette L.; Lyle, Jason; Loadman, Paul M.; Crabb, Simon J.; Packham, Graham; Ganesan
Bioorganic and Medicinal Chemistry, 2011 , vol. 19, # 12 p. 3650 - 3658
反应条件
calcium carbonate in ethanol
Inert atmosphere;
参考文献
Souto, Jose A.; Vaz, Esther; Lepore, Ilaria; Poeppler, Ann-Christin; Franci, Gianluigi; Alvarez, Rosana; Altucci, Lucia; De Lera, Angel R.
Journal of Medicinal Chemistry, 2010 , vol. 53, # 12 p. 4654 - 4667
反应条件
1: Lawesson's reagent / 1,2-dimethoxy-ethane / 20 °C
2: CaCO3 / ethanol / 20 °C
View Scheme
参考文献
Lee, Koo; Park, Cheol Won; Jung, Won-Hyuk; Park, Hee Dong; Lee, Sun Hwa; Chung, Kyung Ha; Park, Su Kyung; Kwon, O. Hwan; Kang, Myunggyun; Park, Doo-Hee; Lee, Sang Koo; Kim, Eunice E.; Yoon, Suk Kyoon; Kim, Aeri
Journal of Medicinal Chemistry, 2003 , vol. 46, # 17 p. 3612 - 3622
反应条件
1: KHCO3 / 1,2-dimethoxy-ethane / 16 h / -15 °C
2: TFAA, 2,6-lutidine / 1,2-dimethoxy-ethane / 0.5 h / -10 °C
3: 87 percent / aq. LiOH / methanol / 3 h / Ambient temperature
View Scheme
参考文献
Moody, Christopher J.; Bagley, Mark C.
Journal of the Chemical Society - Perkin Transactions 1, 1998 , # 3 p. 601 - 607
反应条件
1: 89 percent / aq. Et3N / tetrahydrofuran / Ambient temperature
2: 89 percent / Lawesson's reagent / 1,2-dimethoxy-ethane / Ambient temperature
3: 74 percent / CaCO3 / ethanol / 5 h / Ambient temperature
View Scheme
参考文献
Videnov, Georgi; Kaiser, Dietmar; Kempter, Christoph; Jung, Guenther
Angewandte Chemie, 1996 , vol. 108, # 13/14 p. 1604 - 1607
反应条件
in tetrahydrofuran
T=20°C; 12 h;
参考文献
Bernhardt, Paul V; Comba, Peter; Fairlie, David P; Gahan, Lawrence R; Hanson, Graeme R; Loetzbeyer, Lutz
Chemistry (Weinheim an der Bergstrasse, Germany), 2002 , vol. 8, # 7 p. 1527 - 1536
反应条件
1: aq. LiOH / tetrahydrofuran / 1 h / 0 °C
2: 2.21 g / tetrahydrofuran / 12 h / 20 °C
View Scheme
参考文献
Bernhardt, Paul V; Comba, Peter; Fairlie, David P; Gahan, Lawrence R; Hanson, Graeme R; Loetzbeyer, Lutz
Chemistry (Weinheim an der Bergstrasse, Germany), 2002 , vol. 8, # 7 p. 1527 - 1536
反应条件
1: 85 percent / H2S / dimethylformamide; diethylamine / 12 h / 20 °C / 1520 Torr
2: 71 percent / triethylamine / ethyl acetate / 2 h / Ambient temperature
View Scheme
参考文献
Bailly, Christian; Houssin, Raymond; Bernier, Jean-Luc; Henichart, Jean-Pierre
Tetrahedron, 1988 , vol. 44, # 18 p. 5833 - 5844