Clasto-lactacystin (Omuralide)合成路线 （共 96 条）
反应条件
bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; triethylamine in dichloromethane T=20°C; 3 h;
参考文献
Ooi, Hidenori; Ishibashi, Norihisa; Iwabuchi, Yoshiharu; Ishihara, Jun; Hatakeyama, Susumi
Journal of Organic Chemistry, 2004 , vol. 69, # 22 p. 7765 - 7768
反应条件
ammonium cerium(IV) nitrate; water in acetonitrile T=23°C; 1 h;
参考文献
Corey; Li, Weidong; Nagamitsu, Tohru
Angewandte Chemie - International Edition, 1998 , vol. 37, # 12 p. 1676 - 1679
反应条件
1.1: lithium bis(trimethylsilyl)amide / tetrahydrofuran; hexane / 0.75 h / -78.8 °C 1.2: dimethylaluminum chloride / tetrahydrofuran; hexane / 1 h / -78.8 °C 1.3: tetrahydrofuran; hexane / -85 - -20 °C 2.1: H2; 20 percent Pd(OH)2/C / methanol; acetic acid / 75 h / 20 °C / 2585.74 Torr 3.1: 93 percent / 0.6 N aq. NaOH / 20 h / 4 °C 4.1: 79 percent / triethylamine; isopropenyl chloroformate / tetrahydrofuran / 1.25 h / 0 - 20 °C View Scheme
参考文献
Journal of the American Chemical Society, , vol. 121, # 43 p. 9967 - 9976
反应条件
bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; triethylamine in dichloromethane T=20°C; 3 h;
参考文献
Yoon, Cheol H.; Flanigan, David L.; Yoo, Kyung S.; Jung, Kyung W.
European Journal of Organic Chemistry, 2007 , # 1 p. 37 - 39
反应条件
1: 60 percent / TiCl4 / -78 - 35 °C 2: O3; Me2S 3: NaClO2; NaH2PO4 4: HCOONH4 / Pd black 5: NaOH; H2O 6: bis(2-oxo-3-oxazolidinyl)phosphonic chloride View Scheme
参考文献
Angewandte Chemie - International Edition, , vol. 38, # 8 p. 1093 - 1095
反应条件
1: dicyclohexylcarbodiimide; DMSO; CF3COOH / pyridine 2: 60 percent / TiCl4 / -78 - 35 °C 3: O3; Me2S 4: NaClO2; NaH2PO4 5: HCOONH4 / Pd black 6: NaOH; H2O 7: bis(2-oxo-3-oxazolidinyl)phosphonic chloride View Scheme
参考文献
Angewandte Chemie - International Edition, , vol. 38, # 8 p. 1093 - 1095
反应条件
1: 85 percent / TsOH / 1,2-dimethoxy-ethane / 4 h 2: 85 percent / LHMDS / tetrahydrofuran / -78 °C 3: dicyclohexylcarbodiimide; DMSO; CF3COOH / pyridine 4: 60 percent / TiCl4 / -78 - 35 °C 5: O3; Me2S 6: NaClO2; NaH2PO4 7: HCOONH4 / Pd black 8: NaOH; H2O 9: bis(2-oxo-3-oxazolidinyl)phosphonic chloride View Scheme
参考文献
Angewandte Chemie - International Edition, , vol. 38, # 8 p. 1093 - 1095
反应条件
1: K2[OsO2(OH)4]; 1,4-bis(dihydroquininyl)anthraquinone / propan-1-ol; H2O / 20 °C 2: Ti(OiPr)4 / 20 °C 3: H2 / Pd/C / methanol 4: 85 percent / TsOH / 1,2-dimethoxy-ethane / 4 h 5: 85 percent / LHMDS / tetrahydrofuran / -78 °C 6: dicyclohexylcarbodiimide; DMSO; CF3COOH / pyridine 7: 60 percent / TiCl4 / -78 - 35 °C 8: O3; Me2S 9: NaClO2; NaH2PO4 10: HCOONH4 / Pd black 11: NaOH; H2O 12: bis(2-oxo-3-oxazolidinyl)phosphonic chloride View Scheme
参考文献
Angewandte Chemie - International Edition, , vol. 38, # 8 p. 1093 - 1095
反应条件
1: H2 / Pd/C / methanol 2: 85 percent / TsOH / 1,2-dimethoxy-ethane / 4 h 3: 85 percent / LHMDS / tetrahydrofuran / -78 °C 4: dicyclohexylcarbodiimide; DMSO; CF3COOH / pyridine 5: 60 percent / TiCl4 / -78 - 35 °C 6: O3; Me2S 7: NaClO2; NaH2PO4 8: HCOONH4 / Pd black 9: NaOH; H2O 10: bis(2-oxo-3-oxazolidinyl)phosphonic chloride View Scheme
参考文献
Angewandte Chemie - International Edition, , vol. 38, # 8 p. 1093 - 1095
反应条件
1: Ti(OiPr)4 / 20 °C 2: H2 / Pd/C / methanol 3: 85 percent / TsOH / 1,2-dimethoxy-ethane / 4 h 4: 85 percent / LHMDS / tetrahydrofuran / -78 °C 5: dicyclohexylcarbodiimide; DMSO; CF3COOH / pyridine 6: 60 percent / TiCl4 / -78 - 35 °C 7: O3; Me2S 8: NaClO2; NaH2PO4 9: HCOONH4 / Pd black 10: NaOH; H2O 11: bis(2-oxo-3-oxazolidinyl)phosphonic chloride View Scheme
参考文献
Angewandte Chemie - International Edition, , vol. 38, # 8 p. 1093 - 1095
