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结构式
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
214193-11-0
合成路线
(共 10 条)
593-71-5
氯碘甲烷
+
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
214193-11-0
反应条件
diethylzinc in tetrahydrofuran; 1,2-dichloro-ethane T=-15°C; 18.5 h;
参考文献
ALANTOS PHARMACEUTICALS, INC.
Patent: WO2006/116157 A2, 2006 ;
Location in patent: Page/Page column 114-115 ;
WO 2006/116157 A2
75-11-6
二碘甲烷
+
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
反应条件
diethylzinc in ethylene glycol dimethyl ether; dichloromethane; toluene T=-30 - 20°C; Simmons-Smith Cyclopropanation;
参考文献
Pan, Weidong; Lahue, Brian R.; Ma, Yao; Nair, Latha G.; Shipps Jr., Gerald W.; Wang, Yaolin; Doll, Ronald; Bogen, Stephane L.
Bioorganic and Medicinal Chemistry Letters, 2014 , vol. 24, # 8 p. 1983 - 1986
75-11-6
二碘甲烷
+
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
214193-11-0
反应条件
1: diiodomethane With diethylzinc; trifluoroacetic acid in hexane; dichloromethane T=0°C; 0.666667 h; 2: BMS-404764 in hexane; dichloromethane T=0 - 20°C; 2.58333 h; 3: With triethylamine in hexane; dichloromethane T=0°C; 14 h;
参考文献
ACTELION PHARMACEUTICALS LTD
Patent: WO2008/81399 A2, 2008 ;
Location in patent: Page/Page column 85 ;
WO 2008/081399 A2
144978-35-8
Boc-D-焦谷氨酸乙酯
→
反应条件
214193-11-0
反应条件
1: 95 percent / LiBEt3H / tetrahydrofuran 2: PPTS 3: NH4Cl / 150 °C / 20 - 100 Torr 4: 65 percent / Et2Zn / 1,2-dichloro-ethane; hexane / a) 0 deg C, 30 min, b) RT, 6 h 5: DMAP, Et3N / CH2Cl2 View Scheme
参考文献
Hanessian, Stephen; Reinhold, Ulrich; Saulnier, Michel; Claridge, Stephen
Bioorganic and Medicinal Chemistry Letters, 1998 , vol. 8, # 16 p. 2123 - 2128
194594-23-5
→
反应条件
214193-11-0
反应条件
1: PPTS 2: NH4Cl / 150 °C / 20 - 100 Torr 3: 65 percent / Et2Zn / 1,2-dichloro-ethane; hexane / a) 0 deg C, 30 min, b) RT, 6 h 4: DMAP, Et3N / CH2Cl2 View Scheme
参考文献
Hanessian, Stephen; Reinhold, Ulrich; Saulnier, Michel; Claridge, Stephen
Bioorganic and Medicinal Chemistry Letters, 1998 , vol. 8, # 16 p. 2123 - 2128
194594-24-6
5-甲氧基吡咯烷-1,2-二羧酸-(2S)-1-叔丁基-2-乙酯
→
反应条件
214193-11-0
反应条件
1: NH4Cl / 150 °C / 20 - 100 Torr 2: 65 percent / Et2Zn / 1,2-dichloro-ethane; hexane / a) 0 deg C, 30 min, b) RT, 6 h 3: DMAP, Et3N / CH2Cl2 View Scheme
参考文献
Hanessian, Stephen; Reinhold, Ulrich; Saulnier, Michel; Claridge, Stephen
Bioorganic and Medicinal Chemistry Letters, 1998 , vol. 8, # 16 p. 2123 - 2128
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
214193-11-0
反应条件
1: 65 percent / Et2Zn / 1,2-dichloro-ethane; hexane / a) 0 deg C, 30 min, b) RT, 6 h 2: DMAP, Et3N / CH2Cl2 View Scheme
参考文献
Hanessian, Stephen; Reinhold, Ulrich; Saulnier, Michel; Claridge, Stephen
Bioorganic and Medicinal Chemistry Letters, 1998 , vol. 8, # 16 p. 2123 - 2128
24424-99-5
二碳酸二叔丁酯
→
反应条件
反应条件
4-(N,N-dimethlyamino)pyridine; triethylamine in dichloromethane Yield given. Yields of byproduct given;
参考文献
Hanessian, Stephen; Reinhold, Ulrich; Saulnier, Michel; Claridge, Stephen
Bioorganic and Medicinal Chemistry Letters, 1998 , vol. 8, # 16 p. 2123 - 2128
214193-11-0
→
反应条件
197142-36-2
反应条件
1: With methanol; lithium hydroxide; water in tetrahydrofuran T=20°C; 2: With hydrogenchloride in tetrahydrofuran T=20°C; pH=4.5; 0.25 h;
参考文献
ALANTOS PHARMACEUTICALS, INC.
Patent: WO2006/116157 A2, 2006 ;
Location in patent: Page/Page column 114-115 ;
WO 2006/116157 A2
214193-11-0
→
反应条件
214193-13-2
反应条件
lithium hydroxide; formic acid 1.) MeOH; Yield given. Multistep reaction;
参考文献
Hanessian, Stephen; Reinhold, Ulrich; Saulnier, Michel; Claridge, Stephen
Bioorganic and Medicinal Chemistry Letters, 1998 , vol. 8, # 16 p. 2123 - 2128