4-苄氧基-3,3-二甲基-1-丁炔合成路线 （共 8 条）
反应条件
1.1: sodium hydrogencarbonate / ethyl acetate 1.2: 20 °C 1.3: 80 °C / Inert atmosphere 2.1: dichloro bis(acetonitrile) palladium(II) / acetonitrile / 20 - 80 °C / Inert atmosphere View Scheme
参考文献
WO2011/119984 A1, ;
WO 2011/119984 A1
反应条件
1: With potassium hydroxide in methanol
T=5 - 25°C;
2: With water in methanol
0.5 h;
参考文献
VERTEX PHARMACEUTICALS INCORPORATED; KESHAVARZ-SHOKRI, Ali; ZHANG, Beili; ALCACIO, Tim, Edward; LEE, Elaine, Chungmin; ZHANG, Yuegang; KRAWIEC, Mariusz
Patent: WO2011/119984 A1, 2011 ;
Location in patent: Page/Page column 54 ;
WO 2011/119984 A1
反应条件
n-butyllithium in tetrahydrofuran; hexane
T=-78°C; 24 h; Inert atmosphere;
参考文献
Ozawa, Tsukasa; Kanematsu, Makoto; Yokoe, Hiromasa; Yoshida, Masahiro; Shishido, Kozo
Journal of Organic Chemistry, 2012 , vol. 77, # 20 p. 9240 - 9249,10
Title/Abstract Full Text Show Details
Ozawa, Tsukasa; Kanematsu, Makoto; Yokoe, Hiromasa; Yoshida, Masahiro; Shishido, Kozo
Journal of Organic Chemistry, 2012 , vol. 77, # 20 p. 9240 - 9249
反应条件
1: With potassium carbonate in methanol
T=0 - 20°C; Inert atmosphere;
2: With sodium hydroxide in methanol
2 h; RefluxInert atmosphereLarge scale reaction;
参考文献
Taber, Douglass F.; Bai, Sha; Guo, Peng-fei
Tetrahedron Letters, 2008 , vol. 49, # 48 p. 6904 - 6906
反应条件
1.1: magnesium / tetrahydrofuran / 3.5 h / 10 - 15 °C
1.2: 17.5 h / 25 °C / Cooling with ice
1.3: 5 - 25 °C
2.1: potassium hydroxide / methanol / 5 - 25 °C
2.2: 0.5 h
View Scheme
参考文献
VERTEX PHARMACEUTICALS INCORPORATED; KESHAVARZ-SHOKRI, Ali; ZHANG, Beili; ALCACIO, Tim, Edward; LEE, Elaine, Chungmin; ZHANG, Yuegang; KRAWIEC, Mariusz
Patent: WO2011/119984 A1, 2011 ;
WO 2011/119984 A1
反应条件
1.1: hydrogenchloride / water / 16 h
2.1: magnesium / tetrahydrofuran / 3.5 h / 10 - 15 °C
2.2: 17.5 h / 25 °C / Cooling with ice
2.3: 5 - 25 °C
3.1: potassium hydroxide / methanol / 5 - 25 °C
3.2: 0.5 h
View Scheme
参考文献
VERTEX PHARMACEUTICALS INCORPORATED; KESHAVARZ-SHOKRI, Ali; ZHANG, Beili; ALCACIO, Tim, Edward; LEE, Elaine, Chungmin; ZHANG, Yuegang; KRAWIEC, Mariusz
Patent: WO2011/119984 A1, 2011 ;
WO 2011/119984 A1
反应条件
1.1: triphenylphosphine / dichloromethane / 0.67 h / 0 °C / |Inert atmosphere
1.2: 0 - 20 °C / |Inert atmosphere
2.1: n-butyllithium / tetrahydrofuran; hexane / 24 h / -78 °C / |Inert atmosphere
View Scheme
参考文献
Ozawa, Tsukasa; Kanematsu, Makoto; Yokoe, Hiromasa; Yoshida, Masahiro; Shishido, Kozo
Journal of Organic Chemistry, 2012 , vol. 77, # 20 p. 9240 - 9249,10
Title/Abstract Full Text Show Details
Ozawa, Tsukasa; Kanematsu, Makoto; Yokoe, Hiromasa; Yoshida, Masahiro; Shishido, Kozo
Journal of Organic Chemistry, 2012 , vol. 77, # 20 p. 9240 - 9249
反应条件
1.1: sodium hydrogencarbonate / ethyl acetate
1.2: 20 °C
1.3: 80 °C / Inert atmosphere
2.1: dichloro bis(acetonitrile) palladium(II) / acetonitrile / 20 - 80 °C / Inert atmosphere
3.1: triethylamine / dichloromethane / 0 - 20 °C
4.1: hydrogen / 5 palladium on charcoal / tetrahydrofuran / 96 h / 50 °C / 2250.23 - 3000.3 Torr / autoclave; Inert atmosphere
View Scheme
参考文献
VERTEX PHARMACEUTICALS INCORPORATED; LOOKER, ADAM; Littler, Benjamin Joseph; Choudhury, Anusuya; Harrison, Cristian; Veluri, Ravikanth; Ryan, Michael P.; Jiang, Licong; Luss-Lusis, Eduard
Patent: US2013/116238 A1, 2013 ;
