2-[(4R,6S)-2,2-二甲基-6-[(1-苯基-1H-四唑-5-基磺酰基)甲基]-1,3-二恶烷-4-基]乙酸叔丁酯合成路线 （共 7 条）
反应条件
sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid in dichloromethane
T=2 - 25°C; 16 h;
参考文献
DSM SINOCHEM PHARMACEUTICALS NETHERLANDS B.V.; DE LANGE, Ben; RIEBEL, Peter, Hans; WOLBERG, Michael; HEEMSKERK, Dennis; MINK, Daniel
Patent: WO2012/98048 A1, 2012 ;
Location in patent: Page/Page column 13-14 ;
反应条件
1.1: triethylamine; 4-(N,N-dimethlyamino)pyridine / dichloromethane / 0 °C
1.2: 0 - 25 °C
2.1: zinc; methanesulfonic acid / tetrahydrofuran / |Inert atmosphere; |Reflux
2.2: 50 - 60 °C
3.1: diethyl methoxy borane / tetrahydrofuran / 1 h / -70 - -60 °C / |Inert atmosphere
3.2: 3 h / -70 - 60 °C / |Inert atmosphere
4.1: methanesulfonic acid / acetone / 3 h / 20 °C
5.1: hexaammonium heptamolybdate tetrahydrate; dihydrogen peroxide / ethanol; water / 20 - 50 °C
View Scheme
参考文献
SUNSHINE LAKE PHARMA CO., LTD.; YICHANG CHANGJIANG PHARMACEUTICAL CO., LTD.; ZHANG, Shouhua; WANG, Zhongqing; LUO, Zhonghua
Patent: WO2013/10488 A1, 2013 ;
反应条件
1.1: triethylamine; sodium iodide / N,N-dimethyl-formamide / 0.5 h / 20 °C
1.2: 90 °C
2.1: toluene / 80 °C
3.1: zinc; methanesulfonic acid / tetrahydrofuran / |Inert atmosphere; |Reflux
3.2: 50 - 60 °C
4.1: diethyl methoxy borane / tetrahydrofuran / 1 h / -70 - -60 °C / |Inert atmosphere
4.2: 3 h / -70 - 60 °C / |Inert atmosphere
5.1: methanesulfonic acid / acetone / 3 h / 20 °C
6.1: hexaammonium heptamolybdate tetrahydrate; dihydrogen peroxide / ethanol; water / 20 - 50 °C
View Scheme
参考文献
SUNSHINE LAKE PHARMA CO., LTD.; YICHANG CHANGJIANG PHARMACEUTICAL CO., LTD.; ZHANG, Shouhua; WANG, Zhongqing; LUO, Zhonghua
Patent: WO2013/10488 A1, 2013 ;
反应条件
1.1: zinc; methanesulfonic acid / tetrahydrofuran / |Inert atmosphere; |Reflux
1.2: 50 - 60 °C
2.1: diethyl methoxy borane / tetrahydrofuran / 1 h / -70 - -60 °C / |Inert atmosphere
2.2: 3 h / -70 - 60 °C / |Inert atmosphere
3.1: methanesulfonic acid / acetone / 3 h / 20 °C
4.1: hexaammonium heptamolybdate tetrahydrate; dihydrogen peroxide / ethanol; water / 20 - 50 °C
View Scheme
参考文献
SUNSHINE LAKE PHARMA CO., LTD.; YICHANG CHANGJIANG PHARMACEUTICAL CO., LTD.; ZHANG, Shouhua; WANG, Zhongqing; LUO, Zhonghua
Patent: WO2013/10488 A1, 2013 ;
反应条件
1.1: diethyl methoxy borane / tetrahydrofuran / 1 h / -70 - -60 °C / |Inert atmosphere
1.2: 3 h / -70 - 60 °C / |Inert atmosphere
2.1: methanesulfonic acid / acetone / 3 h / 20 °C
3.1: hexaammonium heptamolybdate tetrahydrate; dihydrogen peroxide / ethanol; water / 20 - 50 °C
View Scheme
参考文献
SUNSHINE LAKE PHARMA CO., LTD.; YICHANG CHANGJIANG PHARMACEUTICAL CO., LTD.; ZHANG, Shouhua; WANG, Zhongqing; LUO, Zhonghua
Patent: WO2013/10488 A1, 2013 ;
反应条件
1: methanesulfonic acid / acetone / 3 h / 20 °C
2: hexaammonium heptamolybdate tetrahydrate; dihydrogen peroxide / ethanol; water / 20 - 50 °C
View Scheme
参考文献
SUNSHINE LAKE PHARMA CO., LTD.; YICHANG CHANGJIANG PHARMACEUTICAL CO., LTD.; ZHANG, Shouhua; WANG, Zhongqing; LUO, Zhonghua
Patent: WO2013/10488 A1, 2013 ;
反应条件
1: 1-methyl-pyrrolidin-2-one / 10.5 h / 80 - 100 °C / Inert atmosphere
2: sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid / dichloromethane / 16 h / 2 - 25 °C
View Scheme
参考文献
DSM SINOCHEM PHARMACEUTICALS NETHERLANDS B.V.; DE LANGE, Ben; RIEBEL, Peter, Hans; WOLBERG, Michael; HEEMSKERK, Dennis; MINK, Daniel
Patent: WO2012/98048 A1, 2012 ;
