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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
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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
L-焦谷氨酸乙酯
合成路线
（共 45 条）
7149-65-7
L-焦谷氨酸乙酯
→
反应条件
144978-35-8
Boc-D-焦谷氨酸乙酯
反应条件
4-(N,N-dimethlyamino)pyridine; triethylamine in dichloromethane; di-tert-butyl dicarbonate; ethyl acetate
参考文献
Kertesz, Denis John; Roepel, Michael Garret
Patent: US2002/198255 A1, 2002 ;
US 20020198255 A1
24424-99-5
二碳酸二叔丁酯
+
7149-65-7
L-焦谷氨酸乙酯
→
反应条件
144978-35-8
Boc-D-焦谷氨酸乙酯
反应条件
4-(N,N-dimethlyamino)pyridine in acetonitrile T=20°C;
参考文献
Bristol-Myers Squibb Company
Patent: US2008/9497 A1, 2008 ;
Location in patent: Page/Page column 70-71 ;
US 20080009497 A1
7149-65-7
L-焦谷氨酸乙酯
→
反应条件
144978-35-8
Boc-D-焦谷氨酸乙酯
反应条件
4-(N,N-dimethlyamino)pyridine; triethylamine in dichloromethane; di-tert-butyl dicarbonate; ethyl acetate
参考文献
Kertesz, Denis John; Roepel, Michael Garret
Patent: US2002/198255 A1, 2002 ;
US 20020198255 A1
7149-65-7
L-焦谷氨酸乙酯
→
反应条件
361442-01-5
沙格列汀中间体6
反应条件
1: 4-(N,N-dimethlyamino)pyridine 2: lithium triethylborohydride / toluene / -70 - -60 °C 3: 4-(N,N-dimethlyamino)pyridine; trifluoroacetic anhydride; N-ethyl-N,N-diisopropylamine 4: water; lithium hydroxide hydrate / ethanol 5: ammonia; N-ethyl-N,N-diisopropylamine; methanesulfonyl chloride / tetrahydrofuran 6: diethylzinc / ethylene glycol dimethyl ether; dichloromethane / -30 - 20 °C 7: isopropyl alcohol / 60 °C 8: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / ethyl acetate; acetonitrile / 3 h View Scheme
参考文献
Dong, Jizhe; Gong, Yanchun; Liu, Jun; Chen, Xiangfeng; Wen, Xiaoan; Sun, Hongbin
Bioorganic and Medicinal Chemistry, 2014 , vol. 22, # 4 p. 1383 - 1393
7149-65-7
L-焦谷氨酸乙酯
→
反应条件
155956-26-6
反应条件
1: 31.2 g / NaBH4 / ethanol / 1.5 h / 0 - 20 °C 2: 95 percent / PTSA / toluene / 4 h / Heating 3: 86 percent / LDA / tetrahydrofuran / -78 - 20 °C 4: 100 percent / PTSA / methanol / 4 h / Heating 5: 85 percent / Et3N / CH2Cl2 / 4 h / 20 °C 6: 95 percent / LiBr / acetone / 6 h / Heating 7: 91 percent / H2; Et3N / Pd/C / ethanol; methanol / 24 h / 20 °C 8: 90 percent / n-BuLi / tetrahydrofuran; hexane / -78 - 20 °C View Scheme
参考文献
Davies, Stephen G.; Dixon, Darren J.; Doisneau, Gilles J.-M.; Prodger, Jeremy C.; Sanganee, Hitesh J.
Tetrahedron Asymmetry, 2002 , vol. 13, # 6 p. 647 - 658
7149-65-7
L-焦谷氨酸乙酯
→
反应条件
138871-58-6
(2S)-2-[[[(叔丁基)二苯基硅]氧基]甲基]-2,5-二氢-5-氧代-1H-吡咯-1-羧酸叔丁酯
反应条件
1.1: ethanol; lithium chloride; sodium tetrahydroborate / tetrahydrofuran 2.1: 1H-imidazole / N,N-dimethyl-formamide / 20 °C / Cooling with ice 3.1: 4-(N,N-dimethlyamino)pyridine / acetonitrile / 15 h / 0 - 20 °C 4.1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -78 °C 4.2: 2 h / -78 °C 5.1: ozone / dichloromethane / -78 °C View Scheme
参考文献
FORSCHUNGSVERBUND BERLIN E.V.
Patent: US2011/34438 A1, 2011 ;
7149-65-7
L-焦谷氨酸乙酯
→
反应条件
155956-25-5
反应条件
1: 31.2 g / NaBH4 / ethanol / 1.5 h / 0 - 20 °C 2: 95 percent / PTSA / toluene / 4 h / Heating 3: 86 percent / LDA / tetrahydrofuran / -78 - 20 °C 4: 100 percent / PTSA / methanol / 4 h / Heating 5: 85 percent / Et3N / CH2Cl2 / 4 h / 20 °C 6: 95 percent / LiBr / acetone / 6 h / Heating 7: 91 percent / H2; Et3N / Pd/C / ethanol; methanol / 24 h / 20 °C View Scheme
参考文献
Davies, Stephen G.; Dixon, Darren J.; Doisneau, Gilles J.-M.; Prodger, Jeremy C.; Sanganee, Hitesh J.
Tetrahedron Asymmetry, 2002 , vol. 13, # 6 p. 647 - 658
7149-65-7
L-焦谷氨酸乙酯
→
反应条件
178172-26-4
(S)-1-N-叔丁氧羰基-2,3-二氢-2-吡咯甲酸乙酯
反应条件
1: 4-(N,N-dimethlyamino)pyridine 2: lithium triethylborohydride / toluene / -70 - -60 °C 3: 4-(N,N-dimethlyamino)pyridine; trifluoroacetic anhydride; N-ethyl-N,N-diisopropylamine View Scheme
参考文献
Dong, Jizhe; Gong, Yanchun; Liu, Jun; Chen, Xiangfeng; Wen, Xiaoan; Sun, Hongbin
Bioorganic and Medicinal Chemistry, 2014 , vol. 22, # 4 p. 1383 - 1393
7149-65-7
L-焦谷氨酸乙酯
→
反应条件
2199-43-1
吡咯-2-羧酸乙酯
反应条件
1.1: 90 percent / Lawesson's reagent / tetrahydrofuran / 1 h / 20 °C 2.1: 87 percent / acetone / 18 h / 20 °C 3.1: 97 percent / aq. NaHCO3 / CH2Cl2 4.1: 40 percent / W-2 Raney-Ni / acetone / 1 h / Heating 5.1: m-chloroperbenzoic acid / CDCl3 / 0.5 h / 0 °C 5.2: 70 °C View Scheme
参考文献
Busque, Felix; De March, Pedro; Figueredo, Marta; Font, Josep; Gallagher, Timothy; Milan, Sergio
Tetrahedron Asymmetry, 2002 , vol. 13, # 4 p. 437 - 445
7149-65-7
L-焦谷氨酸乙酯
→
反应条件
17342-08-4
L-焦谷氨醇
反应条件
lithium borohydride in tetrahydrofuran T=20°C; 48 h;
参考文献
Busque, Felix; De March, Pedro; Figueredo, Marta; Font, Josep; Gallagher, Timothy; Milan, Sergio
Tetrahedron Asymmetry, 2002 , vol. 13, # 4 p. 437 - 445
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