4-[[(1,1-二甲基乙氧基)羰基]氨基]-2-环戊烯-1-羧酸甲酯合成路线 （共 22 条）
反应条件
1.1: N-bromosuccinimide / tetrahydrofuran; H2O / 17 h / 20 °C 2.1: KOH / H2O; methanol / 48 h / 90 °C 2.2: 40 g / tetrahydrofuran; H2O / 14 h / 20 °C / pH 10.5 3.1: H2 / Pd/C / methanol / 18 h / 20 °C / 1500.15 Torr 4.1: 59 g / triethylamine / methanol / 5 - 20 °C View Scheme
参考文献
Smith, Mark E.B.; Lloyd, Michael C.; Derrien, Nadine; Lloyd, Richard C.; Taylor, Stephen J.C.; Chaplin, David A.; Casy, Guy; McCague, Raymond
Tetrahedron Asymmetry, 2001 , vol. 12, # 5 p. 703 - 705
反应条件
1: 92 percent / DBU / CH2Cl2 / 72 h / 20 °C 2: H2 / [Ir(COD)py(PCy3)]PF6 / methanol / 14 h View Scheme
参考文献
Smith, Mark E.B.; Derrien, Nadine; Lloyd, Michael C.; Taylor, Stephen J.C.; Chaplin, David A.; McCague, Raymond
Tetrahedron Letters, 2001 , vol. 42, # 7 p. 1347 - 1350
反应条件
1.1: N-bromosuccinimide / tetrahydrofuran; H2O / 17 h / 20 °C 2.1: KOH / H2O; methanol / 48 h / 90 °C 2.2: 40 g / tetrahydrofuran; H2O / 14 h / 20 °C / pH 10.5 3.1: 87 percent / triethylamine / methanol / 16 h / 0 - 20 °C 4.1: 100 percent / H2 / [(R,R)-(Me-DuPHOS)-Rh(COD)]BF4 / methanol / 14 h / 20 °C / 3750.38 Torr View Scheme
参考文献
Smith, Mark E.B.; Lloyd, Michael C.; Derrien, Nadine; Lloyd, Richard C.; Taylor, Stephen J.C.; Chaplin, David A.; Casy, Guy; McCague, Raymond
Tetrahedron Asymmetry, 2001 , vol. 12, # 5 p. 703 - 705
反应条件
1.1: N-bromosuccinimide / tetrahydrofuran; H2O / 17 h / 20 °C 2.1: KOH / H2O; methanol / 48 h / 90 °C 2.2: 40 g / tetrahydrofuran; H2O / 14 h / 20 °C / pH 10.5 3.1: H2 / Pd/C / methanol / 18 h / 20 °C / 1500.15 Torr 4.1: 59 g / triethylamine / methanol / 5 - 20 °C 5.1: triethylamine; DMAP / CH2Cl2 / 0.75 h / 0 °C 6.1: KOAc / dimethylformamide / 72 h / 60 °C 6.2: 18.6 g / NaOMe / methanol / 7 h / 0 °C View Scheme
参考文献
Smith, Mark E.B.; Lloyd, Michael C.; Derrien, Nadine; Lloyd, Richard C.; Taylor, Stephen J.C.; Chaplin, David A.; Casy, Guy; McCague, Raymond
Tetrahedron Asymmetry, 2001 , vol. 12, # 5 p. 703 - 705
反应条件
1: With sodium methylate in methanol T=0°C; 0.833333 h; Industry scale; 2: With LiOH*H2O; water in methanol; tert-butyl methyl ether T=-3.5 - 10°C; 22 h; Industry scaleInert atmosphere; 3: With hydrogenchloride in methanol; tert-butyl methyl ether; water pH=3; Industry scale;
参考文献
DR. REDDY'S LABORATORIES LTD.; DR. REDDY'S LABORATORIES, INC.; LLOYD, Richard; PETERSON, Justine, Ann; JACKSON, Mark
Patent: WO2011/3061 A2, 2011 ;
Location in patent: Page/Page column 11 ;
反应条件
1: With sodium methylate in methanol T=0°C; 0.833333 h; Industry scale; 2: With LiOH*H2O; water in methanol; tert-butyl methyl ether T=-3.5 - 10°C; 22 h; Industry scaleInert atmosphere; 3: With hydrogenchloride in methanol; tert-butyl methyl ether; water pH=3; Industry scale; Product distribution / selectivity;
参考文献
DR. REDDY'S LABORATORIES LTD.; DR. REDDY'S LABORATORIES, INC.; LLOYD, Richard; PETERSON, Justine, Ann; JACKSON, Mark
Patent: WO2011/3061 A2, 2011 ;
Location in patent: Page/Page column 11-12 ;
反应条件
1: With sodium methylate in methanol T=0°C; 0.833333 h; Industry scale; 2: With LiOH*H2O; water in methanol; tert-butyl methyl ether T=-3.5 - 10°C; 22 h; Industry scaleInert atmosphere; 3: With hydrogenchloride in methanol; tert-butyl methyl ether; water pH=3; Industry scale;
参考文献
DR. REDDY'S LABORATORIES LTD.; DR. REDDY'S LABORATORIES, INC.; LLOYD, Richard; PETERSON, Justine, Ann; JACKSON, Mark
Patent: WO2011/3061 A2, 2011 ;
Location in patent: Page/Page column 11 ;
反应条件
sodium carbonate in n-heptane; water
参考文献
Kuraray Co., Ltd.
Patent: EP1334969 A1, 2003 ;
反应条件
sodium carbonate in n-heptane; water
参考文献
Kuraray Co., Ltd.
Patent: EP1334969 A1, 2003 ;
反应条件
1: With sodium methylate in methanol
T=2°C; 1.66667 h;
2: With acetic acid in methanol
参考文献
DR. REDDY'S LABORATORIES LTD.; DR. REDDY'S LABORATORIES, INC.; LLOYD, Richard; PETERSON, Justine, Ann; JACKSON, Mark
Patent: WO2011/3061 A2, 2011 ;
Location in patent: Page/Page column 13-14 ;
