[(2S)-1-羟基-3-十八碳酰基氧基丙-2-基](9Z,12Z)-十八碳-9,12-二烯酸酯合成路线 (共 10 条)
反应条件
1: lipase / propan-2-ol 2: 1.) POCl3, 3.) H2O, 4.) H2 / 4.) Pd(OH)2/C / 1.) Et3N, 2.) pyridine, 4.) H2O, Ch3OH 3: DCC, DMAP / CHCl3 4: phosphalipase C, CaCl2, sodium deoxycholate, Tris-HCl buffer, pH 7.5 View Scheme
参考文献
Baba, Naomichi; Kosugi, Tomoko; Daido, Hiroko; Umino, Hitoshi; Kishida, Yasuhiro; Nakajima, Shuhei; Shimizu, Sakayu
Bioscience, Biotechnology and Biochemistry, 1996 , vol. 60, # 11 p. 1916 - 1918
反应条件
1: 1.) POCl3, 3.) H2O, 4.) H2 / 4.) Pd(OH)2/C / 1.) Et3N, 2.) pyridine, 4.) H2O, Ch3OH 2: DCC, DMAP / CHCl3 3: phosphalipase C, CaCl2, sodium deoxycholate, Tris-HCl buffer, pH 7.5 View Scheme
参考文献
Baba, Naomichi; Kosugi, Tomoko; Daido, Hiroko; Umino, Hitoshi; Kishida, Yasuhiro; Nakajima, Shuhei; Shimizu, Sakayu
Bioscience, Biotechnology and Biochemistry, 1996 , vol. 60, # 11 p. 1916 - 1918
反应条件
1: Py 2: Br2 3: H2 / Pd 4: Zn / acetone View Scheme
参考文献
Shvets,V.I. et al.
J. Gen. Chem. USSR (Engl. Transl.), 1964 , vol. 34, # 10 p. 3303 - 3308,3343 - 3347
反应条件
1: Py 2: Py 3: Br2 4: H2 / Pd 5: Zn / acetone View Scheme
参考文献
Shvets,V.I. et al.
J. Gen. Chem. USSR (Engl. Transl.), 1964 , vol. 34, # 10 p. 3303 - 3308,3343 - 3347
反应条件
FeCl3·6H2O in methanol; dichloromethane T=20°C; 0.5 h; Inert atmosphere;
参考文献
Nadler, Andre; Reither, Gregor; Feng, Suihan; Stein, Frank; Reither, Sabine; Mueller, Rainer; Schultz, Carsten
Angewandte Chemie - International Edition, 2013 , vol. 52, # 24 p. 6330 - 6334
Angew. Chem., 2013 , vol. 125, # 24 p. 6455 - 6459,5
反应条件
Tris-HCl buffer; sodium salt of choleic acid; phosphalipase C; calcium chloride
参考文献
Morigaki, Eiji; Miura, Yoshie; Takahata, Kyoya; Tada, Mikiro; Nakajima, Shuhei; Baba, Naomichi
Journal of Chemical Research - Part S, 1998 , # 12 p. 774 - 775
反应条件
1: DCC, DMAP / CHCl3 2: phosphalipase C, CaCl2, sodium deoxycholate, Tris-HCl buffer, pH 7.5 View Scheme
参考文献
Baba, Naomichi; Kosugi, Tomoko; Daido, Hiroko; Umino, Hitoshi; Kishida, Yasuhiro; Nakajima, Shuhei; Shimizu, Sakayu
Bioscience, Biotechnology and Biochemistry, 1996 , vol. 60, # 11 p. 1916 - 1918
反应条件
1.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 4-(N,N-dimethlyamino)pyridine / dichloromethane / 0.25 h / 20 °C / |Inert atmosphere 1.2: 20 °C / |Inert atmosphere 2.1: FeCl3·6H2O / dichloromethane; methanol / 0.5 h / 20 °C / |Inert atmosphere View Scheme
参考文献
Nadler, Andre; Reither, Gregor; Feng, Suihan; Stein, Frank; Reither, Sabine; Mueller, Rainer; Schultz, Carsten
Angewandte Chemie - International Edition, 2013 , vol. 52, # 24 p. 6330 - 6334
Angew. Chem., 2013 , vol. 125, # 24 p. 6455 - 6459,5
反应条件
1.1: N-ethyl-N,N-diisopropylamine / 1,2-dichloro-ethane / 95 °C / |Inert atmosphere 2.1: iodine; sodium carbonate / tetrahydrofuran; water / 5 h / 20 °C / |Inert atmosphere 3.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 4-(N,N-dimethlyamino)pyridine / dichloromethane / 0.25 h / 20 °C / |Inert atmosphere 3.2: 20 °C / |Inert atmosphere 4.1: FeCl3·6H2O / dichloromethane; methanol / 0.5 h / 20 °C / |Inert atmosphere View Scheme
参考文献
Nadler, Andre; Reither, Gregor; Feng, Suihan; Stein, Frank; Reither, Sabine; Mueller, Rainer; Schultz, Carsten
Angewandte Chemie - International Edition, 2013 , vol. 52, # 24 p. 6330 - 6334
Angew. Chem., 2013 , vol. 125, # 24 p. 6455 - 6459,5
反应条件
(i) POCl3, CHCl3, (ii) /BRN= 3563126/, Py, quinoline; Multistep reaction;
参考文献
Shveits,V.I. et al.
J. Gen. Chem. USSR (Engl. Transl.), 1964 , vol. 34, p. 3983 - 3986,4042 - 4045