6-氯-3,4-二羟基-2H-1-苯并吡喃-2-酮合成路线 (共 7 条)
反应条件
1: 91.7 percent / K2CO3 / acetone / 5 h / Heating 2: 1.) LDA / 1.) THF, hexane, -78 deg C, 1 h, 2.) THF, hexane, -78 deg C, 2 h 3: 1.) cyclohexene, 2.) conc. aq. HCl / 1.) 10percent Pd/C / 1.) EtOH, reflux, 1 h, 2.) MeOH, reflux, 1 h View Scheme
参考文献
Witiak, Donald T.; Kim, Sung K.; Romstedt, Karl; Newman, Howard A. I.; Feller, Dennis R.
Journal of Medicinal Chemistry, 1986 , vol. 29, # 11 p. 2170 - 2174
反应条件
1: 95 percent / K2CO3 / acetone / 5 h / Heating 2: 88 percent / NaH / Heating 3: 1.) NaH / 1) benzene, 1 h, room temperature; 2) benzene, 5 - 10 deg C, 1 h 4: 1.) cyclohexene, 2.) conc. hydrochloric acid / 1.) Pd/C / 1) EtOH, reflux; 2) MeOH, reflux View Scheme
参考文献
Witiak, Donald T.; Kim, Sung K.; Tehim, Ashok K.; Sternitzke, Kent D.; McCreery, Richard L.; et al.
Journal of Medicinal Chemistry, 1988 , vol. 31, # 7 p. 1437 - 1445
反应条件
hydrogenchloride; cyclohexene; palladium on activated charcoal 1) EtOH, reflux; 2) MeOH, reflux; Yield given. Multistep reaction;
参考文献
Witiak, Donald T.; Kim, Sung K.; Tehim, Ashok K.; Sternitzke, Kent D.; McCreery, Richard L.; et al.
Journal of Medicinal Chemistry, 1988 , vol. 31, # 7 p. 1437 - 1445
反应条件
hydrogenchloride; cyclohexene; palladium on activated charcoal 1.) EtOH, reflux, 1 h, 2.) MeOH, reflux, 1 h; Yield given. Multistep reaction;
参考文献
Witiak, Donald T.; Kim, Sung K.; Romstedt, Karl; Newman, Howard A. I.; Feller, Dennis R.
Journal of Medicinal Chemistry, 1986 , vol. 29, # 11 p. 2170 - 2174
反应条件
1: 1.) LDA / 1.) THF, hexane, -78 deg C, 1 h, 2.) THF, hexane, -78 deg C, 2 h 2: 1.) cyclohexene, 2.) conc. aq. HCl / 1.) 10percent Pd/C / 1.) EtOH, reflux, 1 h, 2.) MeOH, reflux, 1 h View Scheme
参考文献
Witiak, Donald T.; Kim, Sung K.; Romstedt, Karl; Newman, Howard A. I.; Feller, Dennis R.
Journal of Medicinal Chemistry, 1986 , vol. 29, # 11 p. 2170 - 2174
反应条件
1: 88 percent / NaH / Heating 2: 1.) NaH / 1) benzene, 1 h, room temperature; 2) benzene, 5 - 10 deg C, 1 h 3: 1.) cyclohexene, 2.) conc. hydrochloric acid / 1.) Pd/C / 1) EtOH, reflux; 2) MeOH, reflux View Scheme
参考文献
Witiak, Donald T.; Kim, Sung K.; Tehim, Ashok K.; Sternitzke, Kent D.; McCreery, Richard L.; et al.
Journal of Medicinal Chemistry, 1988 , vol. 31, # 7 p. 1437 - 1445
反应条件
1: 1.) NaH / 1) benzene, 1 h, room temperature; 2) benzene, 5 - 10 deg C, 1 h 2: 1.) cyclohexene, 2.) conc. hydrochloric acid / 1.) Pd/C / 1) EtOH, reflux; 2) MeOH, reflux View Scheme
参考文献
Witiak, Donald T.; Kim, Sung K.; Tehim, Ashok K.; Sternitzke, Kent D.; McCreery, Richard L.; et al.
Journal of Medicinal Chemistry, 1988 , vol. 31, # 7 p. 1437 - 1445