甲基3-({[4-(金刚烷-2-基)苯氧基]乙酰基}氨基)-4-羟基苯甲酸酯合成路线 (共 7 条)
反应条件
1: 4-adamantylphonoxyacetic acid With oxalyl dichloride; N,N-dimethyl-formamide in tetrahydrofuran
T=20°C; 1 h;
2: 4-hydroxy-3-amino-benzoic acid methyl ester With pyridine in tetrahydrofuran
T=20°C; Further stages.;
参考文献
DONGGUK UNIVERSITY INDUSTRY-ACADEMIC COOPERATION FOUNDATION; KOREA RESEARCH INSTITUTE OF BIOSCIENCE AND BIOTECHNOLOGY; Lee, Kyeong; Won, Mi Sun; Kim, Hwan Mook; Park, Song Kyu; Lee, Kiho; Lee, Ki Hoon; Lee, Chang Woo; Lee, Jung Joon; Chung, Kyung Sook; Kim, Bo Kyung; Jin, Yinglan; Lee, Seung-hee
Patent: US2013/237542 A1, 2013 ;
Location in patent: Paragraph 0216; 0217; 0218 ;
反应条件
1: 4-adamantylphonoxyacetic acid With oxalyl dichloride; N,N-dimethyl-formamide in tetrahydrofuran
T=20°C; 1 h;
2: 4-hydroxy-3-amino-benzoic acid methyl ester With pyridine in tetrahydrofuran
T=20°C;
参考文献
KOREA RESEARCH INSTITUTE OF BIOSCIENCE AND BIOTECHNOLOGY
Patent: WO2008/4798 A1, 2008 ;
Location in patent: Page/Page column 30 ;
反应条件
1.1: 94.6 percent / potassium carbonate / dimethylformamide / 20 °C
2.1: 61.3 percent / lithium hydroxide monohydrate / tetrahydrofuran; H2O / 20 °C
3.1: oxalyl chloride; DMF / tetrahydrofuran / 1 h / 20 °C
3.2: 84.1 percent / pyridine / tetrahydrofuran / 20 °C
View Scheme
参考文献
Lee, Kyeong; Lee, Jeong Hyung; Boovanahalli, Shanthaveerappa K.; Jin, Yinglan; Lee, Mijeoung; Jin, Xuejun; Kim, Jin Hwan; Hong, Young-Soo; Lee, Jung Joon
Journal of Medicinal Chemistry, 2007 , vol. 50, # 7 p. 1675 - 1684
反应条件
1.1: 61.3 percent / lithium hydroxide monohydrate / tetrahydrofuran; H2O / 20 °C
2.1: oxalyl chloride; DMF / tetrahydrofuran / 1 h / 20 °C
2.2: 84.1 percent / pyridine / tetrahydrofuran / 20 °C
View Scheme
参考文献
Lee, Kyeong; Lee, Jeong Hyung; Boovanahalli, Shanthaveerappa K.; Jin, Yinglan; Lee, Mijeoung; Jin, Xuejun; Kim, Jin Hwan; Hong, Young-Soo; Lee, Jung Joon
Journal of Medicinal Chemistry, 2007 , vol. 50, # 7 p. 1675 - 1684
反应条件
pyridine in tetrahydrofuran
T=20°C;
参考文献
Korea Research Institute of Bioscience and Biotechnology; Dongguk University Industry-Academic Cooperation Foundation; WON, Mi-Sun; KIM, Hwan-Mook; LEE, Kyeong; PARK, Song-Kyu; LEE, Ki-Ho; LEE, Chang-Woo; LEE, Jung-Joon; CHUNG, Kyung-Sook; KIM, Bo-Kyung; JIN, Ying-Lan
Patent: WO2012/53768 A2, 2012 ;
Location in patent: Page/Page column 14-15 ;
反应条件
1: sulfuric acid / 12 h / |Inert atmosphere; |Schlenk technique; |Reflux
2: palladium 10 on activated carbon; hydrogen / methanol / |Inert atmosphere; |Schlenk technique
3: benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N,N-diethylaniline / N,N-dimethyl-formamide / 20 °C / |Inert atmosphere; |Schlenk technique
View Scheme
参考文献
Nakamura, Hiroyuki; Yasui, Yuka; Ban, Hyun Seung
Journal of Organometallic Chemistry, 2013 , vol. 747, p. 189 - 194
反应条件
1: palladium 10 on activated carbon; hydrogen / methanol / |Inert atmosphere; |Schlenk technique
2: benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N,N-diethylaniline / N,N-dimethyl-formamide / 20 °C / |Inert atmosphere; |Schlenk technique
View Scheme
参考文献
Nakamura, Hiroyuki; Yasui, Yuka; Ban, Hyun Seung
Journal of Organometallic Chemistry, 2013 , vol. 747, p. 189 - 194