(2R,3R,4S,5S,6R)-2-(2-苯基乙氧基)-6-[[(2S,3R,4S,5R)-3,4,5-三羟基四氢吡喃-2-基]氧基甲基]四氢吡喃-3,4,5-三醇合成路线 （共 13 条）
→
129932-48-5(2R,3R,4S,5S,6R)-2-(2-苯基乙氧基)-6-[[(2S,3R,4S,5R)-3,4,5-三羟基四氢吡喃-2-基]氧基甲基]四氢吡喃-3,4,5-三醇
反应条件
sodium methylate in methanol T=20°C; 12 h;
参考文献
Ma; Mizutani; Hiratake; Hayashi; Yagi; Watanabe; Sakata
Bioscience, biotechnology, and biochemistry, 2001 , vol. 65, # 12 p. 2719 - 2729
→
129932-48-5(2R,3R,4S,5S,6R)-2-(2-苯基乙氧基)-6-[[(2S,3R,4S,5R)-3,4,5-三羟基四氢吡喃-2-基]氧基甲基]四氢吡喃-3,4,5-三醇
反应条件
potassium carbonate in methanol T=20°C; 0.5 h;
参考文献
Kawahara, Eiji; Nishiuchi, Miho; Fujii, Mikio; Kato, Keisuke; Ida, Yoshiteru; Akita, Hiroyuki
Heterocycles, 2005 , vol. 65, # 6 p. 1461 - 1470
→
129932-48-5(2R,3R,4S,5S,6R)-2-(2-苯基乙氧基)-6-[[(2S,3R,4S,5R)-3,4,5-三羟基四氢吡喃-2-基]氧基甲基]四氢吡喃-3,4,5-三醇
反应条件
sodium acetate buffer; Penicillium multicolor IAM7153 β-primeverosidase in water T=40°C; pH=5.5;
参考文献
Tsuruhami, Kazutaka; Mori, Shigeharu; Sakata, Kanzo; Amarume, Satoshi; Saruwatari, Shigetaka; Murata, Takeomi; Usui, Taichi
Journal of Carbohydrate Chemistry, 2005 , vol. 24, # 8-9 p. 849 - 863
→
129932-48-5(2R,3R,4S,5S,6R)-2-(2-苯基乙氧基)-6-[[(2S,3R,4S,5R)-3,4,5-三羟基四氢吡喃-2-基]氧基甲基]四氢吡喃-3,4,5-三醇
反应条件
1: 99 percent / 4-N,N-dimethylaminopyridine (DMAP) / pyridine / 1 h / 20 °C 2: 97 percent / H2 / Pd(OH)2-C / methanol 3: 44 percent / phenylselenochloride (PhSeCl); silver triflate (AgOTf); 4 Angstroem molecular sieves / 1,2-dichloro-ethane / 1 h / 0 °C 4: 70 percent / K2CO3 / methanol / 0.5 h / 20 °C View Scheme
参考文献
Kawahara, Eiji; Nishiuchi, Miho; Fujii, Mikio; Kato, Keisuke; Ida, Yoshiteru; Akita, Hiroyuki
Heterocycles, 2005 , vol. 65, # 6 p. 1461 - 1470
→
129932-48-5(2R,3R,4S,5S,6R)-2-(2-苯基乙氧基)-6-[[(2S,3R,4S,5R)-3,4,5-三羟基四氢吡喃-2-基]氧基甲基]四氢吡喃-3,4,5-三醇
反应条件
1: 97 percent / H2 / Pd(OH)2-C / methanol 2: 44 percent / phenylselenochloride (PhSeCl); silver triflate (AgOTf); 4 Angstroem molecular sieves / 1,2-dichloro-ethane / 1 h / 0 °C 3: 70 percent / K2CO3 / methanol / 0.5 h / 20 °C View Scheme
参考文献
Kawahara, Eiji; Nishiuchi, Miho; Fujii, Mikio; Kato, Keisuke; Ida, Yoshiteru; Akita, Hiroyuki
Heterocycles, 2005 , vol. 65, # 6 p. 1461 - 1470
→
129932-48-5(2R,3R,4S,5S,6R)-2-(2-苯基乙氧基)-6-[[(2S,3R,4S,5R)-3,4,5-三羟基四氢吡喃-2-基]氧基甲基]四氢吡喃-3,4,5-三醇
反应条件
1: 34 percent / immobilized β-D-glucosidase (EC 3.2.1.21) / H2O / 96 h / 50 °C 2: 65 percent / pyridine / 24 h / 20 °C 3: 99 percent / 4-N,N-dimethylaminopyridine (DMAP) / pyridine / 1 h / 20 °C 4: 97 percent / H2 / Pd(OH)2-C / methanol 5: 44 percent / phenylselenochloride (PhSeCl); silver triflate (AgOTf); 4 Angstroem molecular sieves / 1,2-dichloro-ethane / 1 h / 0 °C 6: 70 percent / K2CO3 / methanol / 0.5 h / 20 °C View Scheme
参考文献
Kawahara, Eiji; Nishiuchi, Miho; Fujii, Mikio; Kato, Keisuke; Ida, Yoshiteru; Akita, Hiroyuki
Heterocycles, 2005 , vol. 65, # 6 p. 1461 - 1470
→
129932-48-5(2R,3R,4S,5S,6R)-2-(2-苯基乙氧基)-6-[[(2S,3R,4S,5R)-3,4,5-三羟基四氢吡喃-2-基]氧基甲基]四氢吡喃-3,4,5-三醇
反应条件
1: 34 percent / immobilized β-D-glucosidase (EC 3.2.1.21) / H2O / 96 h / 50 °C 2: 65 percent / pyridine / 24 h / 20 °C 3: 99 percent / 4-N,N-dimethylaminopyridine (DMAP) / pyridine / 1 h / 20 °C 4: 97 percent / H2 / Pd(OH)2-C / methanol 5: 44 percent / phenylselenochloride (PhSeCl); silver triflate (AgOTf); 4 Angstroem molecular sieves / 1,2-dichloro-ethane / 1 h / 0 °C 6: 70 percent / K2CO3 / methanol / 0.5 h / 20 °C View Scheme
参考文献
Ma; Mizutani; Hiratake; Hayashi; Yagi; Watanabe; Sakata
Bioscience, biotechnology, and biochemistry, 2001 , vol. 65, # 12 p. 2719 - 2729
→
129932-48-5(2R,3R,4S,5S,6R)-2-(2-苯基乙氧基)-6-[[(2S,3R,4S,5R)-3,4,5-三羟基四氢吡喃-2-基]氧基甲基]四氢吡喃-3,4,5-三醇
反应条件
1: 65 percent / pyridine / 24 h / 20 °C 2: 99 percent / 4-N,N-dimethylaminopyridine (DMAP) / pyridine / 1 h / 20 °C 3: 97 percent / H2 / Pd(OH)2-C / methanol 4: 44 percent / phenylselenochloride (PhSeCl); silver triflate (AgOTf); 4 Angstroem molecular sieves / 1,2-dichloro-ethane / 1 h / 0 °C 5: 70 percent / K2CO3 / methanol / 0.5 h / 20 °C View Scheme
参考文献
Kawahara, Eiji; Nishiuchi, Miho; Fujii, Mikio; Kato, Keisuke; Ida, Yoshiteru; Akita, Hiroyuki
Heterocycles, 2005 , vol. 65, # 6 p. 1461 - 1470
→
129932-48-5(2R,3R,4S,5S,6R)-2-(2-苯基乙氧基)-6-[[(2S,3R,4S,5R)-3,4,5-三羟基四氢吡喃-2-基]氧基甲基]四氢吡喃-3,4,5-三醇
反应条件
1: Hg(CN)2 / acetonitrile / 3 h / Ambient temperature 2: 33.3 percent / TiBr4 / CH2Cl2; ethyl acetate / 1 h / Ambient temperature 3: Hg(CN)2 / acetonitrile / 3 h / Ambient temperature 4: NaOMe / methanol / 15 h / Ambient temperature View Scheme
参考文献
Matsumura, Sachiko; Takahashi, Shunya; Nishikitani, Mariko; Kubota, Kikue; Kobayashi, Akio
Journal of Agricultural and Food Chemistry, 1997 , vol. 45, # 7 p. 2674 - 2678
→
129932-48-5(2R,3R,4S,5S,6R)-2-(2-苯基乙氧基)-6-[[(2S,3R,4S,5R)-3,4,5-三羟基四氢吡喃-2-基]氧基甲基]四氢吡喃-3,4,5-三醇
反应条件
1: Hg(CN)2 / acetonitrile / 3 h / Ambient temperature 2: NaOMe / methanol / 15 h / Ambient temperature View Scheme
参考文献
Matsumura, Sachiko; Takahashi, Shunya; Nishikitani, Mariko; Kubota, Kikue; Kobayashi, Akio
Journal of Agricultural and Food Chemistry, 1997 , vol. 45, # 7 p. 2674 - 2678
