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乙二醇
甲醛
63148-62-9
MDI
丁酮
二甲基亚砜
碳酸氢钠
471-34-1
环丁基甲烷磺酸甲酯
合成路线
（共 11 条）
63659-30-3
环丁基甲烷磺酸甲酯
→
反应条件
394735-22-9
(4-氨基-1-环丁基-3-羟基-4-氧代-2-丁基)氨基甲酸叔丁酯
反应条件
1.1: dimethyl sulfoxide / 4.67 h / 85 °C / |Inert atmosphere; |Large scale 2.1: zinc; chloro-trimethyl-silane / tetrahydrofuran / 4 h / 70 °C / |Inert atmosphere; |Large scale 2.2: 1 h / 20 °C / |Large scale 3.1: sulfuryl dichloride / tert-butyl methyl ether / 1.5 h / 20 - 23 °C / |Large scale 4.1: triethylamine / N,N-dimethyl-formamide / 14 h / 55 °C / |Inert atmosphere; |Large scale 5.1: ammonium acetate / propan-1-ol; ethanol / 1 h / 50 °C / |Inert atmosphere; |Large scale 6.1: sodium cyanoborohydride; alpha-hydroxyethanoic acid / methanol / 20 °C / |Inert atmosphere; |Large scale 7.1: ammonia / methanol / 22 h / 70 °C / 4897.34 Torr / |Sealed tube; |Large scale View Scheme
参考文献
MERCK SHARP and DOHME CORP.; WU, George, G.; ITOH, Tetsuji; MCLAUGHLIN, Mark; LIU, Zhijian; QIAN, Gang
Patent: WO2013/66734 A1, 2013 ;
63659-30-3
环丁基甲烷磺酸甲酯
→
反应条件
394730-60-0
博赛泼维
反应条件
1.1: dimethyl sulfoxide / 4.67 h / 85 °C / |Inert atmosphere; |Large scale 2.1: zinc; chloro-trimethyl-silane / tetrahydrofuran / 4 h / 70 °C / |Inert atmosphere; |Large scale 2.2: 1 h / 20 °C / |Large scale 3.1: sulfuryl dichloride / tert-butyl methyl ether / 1.5 h / 20 - 23 °C / |Large scale 4.1: triethylamine / N,N-dimethyl-formamide / 14 h / 55 °C / |Inert atmosphere; |Large scale 5.1: ammonium acetate / propan-1-ol; ethanol / 1 h / 50 °C / |Inert atmosphere; |Large scale 6.1: sodium cyanoborohydride; alpha-hydroxyethanoic acid / methanol / 20 °C / |Inert atmosphere; |Large scale 7.1: ammonia / methanol / 22 h / 70 °C / 4897.34 Torr / |Sealed tube; |Large scale 8.1: hydrogenchloride / isopropyl alcohol / 4 h / 50 °C / |Large scale 9.1: benzotriazol-1-ol; 4-methyl-morpholine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / water; ethyl acetate; 1-methyl-pyrrolidin-2-one / 16 h / 20 - 24 °C 10.1: acetic acid; 2,2,6,6-tetramethyl-1-piperidinyloxy, free radical; NaMnO4 / tert-butyl methyl ether; water / 12 °C View Scheme
参考文献
MERCK SHARP and DOHME CORP.; WU, George, G.; ITOH, Tetsuji; MCLAUGHLIN, Mark; LIU, Zhijian; QIAN, Gang
Patent: WO2013/66734 A1, 2013 ;
63659-30-3
环丁基甲烷磺酸甲酯
→
反应条件
894101-37-2
1-(环丁基甲基)肼
反应条件
hydrazine hydrate in ethanol T=20°C;
参考文献
Bioorganic and Medicinal Chemistry, , vol. 16, # 3 p. 1111 - 1124
63659-30-3
环丁基甲烷磺酸甲酯
→
反应条件
6540-33-6
环丁基乙酸
反应条件
1: 15-crown-5 / dimethylsulfoxide 2: DIBAL-H / hexane 3: CrO3, H2SO4 View Scheme
参考文献
Shin; Li; Becker; Stankovich; Liu
Journal of the American Chemical Society, 1994 , vol. 116, # 19 p. 8843 - 8844
63659-30-3
环丁基甲烷磺酸甲酯
→
反应条件
17247-58-4
溴甲基环丁烷
反应条件
lithium bromide in acetone 5 h; Heating;
参考文献
Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999), , p. 970 - 974
63659-30-3
环丁基甲烷磺酸甲酯
→
反应条件
6540-31-4
环丁基乙醛
反应条件
1: 15-crown-5 / dimethylsulfoxide 2: DIBAL-H / hexane View Scheme
参考文献
Shin; Li; Becker; Stankovich; Liu
Journal of the American Chemical Society, 1994 , vol. 116, # 19 p. 8843 - 8844
63659-30-3
环丁基甲烷磺酸甲酯
→
反应条件
885280-12-6
4-环丁基-3-氧代丁酸乙酯
反应条件
1.1: dimethyl sulfoxide / 4.67 h / 85 °C / |Inert atmosphere; |Large scale 2.1: zinc; chloro-trimethyl-silane / tetrahydrofuran / 4 h / 70 °C / |Inert atmosphere; |Large scale 2.2: 1 h / 20 °C / |Large scale View Scheme
参考文献
MERCK SHARP and DOHME CORP.; WU, George, G.; ITOH, Tetsuji; MCLAUGHLIN, Mark; LIU, Zhijian; QIAN, Gang
Patent: WO2013/66734 A1, 2013 ;
63659-30-3
环丁基甲烷磺酸甲酯
+
151-50-8
氰化钾
→
反应条件
4426-03-3
环丁基乙腈
反应条件
in ethanol; water Heating / reflux;
参考文献
SCIOS INC.
Patent: WO2004/24159 A1, 2004 ;
Location in patent: Page/Page column 33; 34 ;
WO 2004/024159 A1
773837-37-9
+
63659-30-3
环丁基甲烷磺酸甲酯
→
反应条件
4426-03-3
环丁基乙腈
反应条件
in dimethyl sulfoxide T=85°C; 4.66667 h; Inert atmosphereLarge scale;
参考文献
MERCK SHARP and DOHME CORP.; WU, George, G.; ITOH, Tetsuji; MCLAUGHLIN, Mark; LIU, Zhijian; QIAN, Gang
Patent: WO2013/66734 A1, 2013 ;
Location in patent: Page/Page column 29 ;
63659-30-3
环丁基甲烷磺酸甲酯
+
143-33-9
氰化钠
→
反应条件
4426-03-3
环丁基乙腈
反应条件
15-crown-5 in dimethyl sulfoxide
参考文献
Shin; Li; Becker; Stankovich; Liu
Journal of the American Chemical Society, 1994 , vol. 116, # 19 p. 8843 - 8844
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