(2R,3R,4S,5S,6R)-2-[(Z)-己-3-烯氧基]-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 7 条）
→
132278-37-6(2R,3R,4S,5S,6R)-2-[(Z)-己-3-烯氧基]-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 tetrahydrofuran; methanol T=20°C; 0.5 h;
参考文献
Kishida, Masashi; Fujii, Mikio; Ida, Yoshiteru; Akita, Hiroyuki
Heterocycles, 2005 , vol. 65, # 9 p. 2127 - 2137
→
132278-37-6(2R,3R,4S,5S,6R)-2-[(Z)-己-3-烯氧基]-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
→
132278-37-6(2R,3R,4S,5S,6R)-2-[(Z)-己-3-烯氧基]-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: DMAP; pyridine / 16 h / 20 °C 2: 74 mg / HCl / tetrahydrofuran / 12 h / 20 °C 3: 69 percent / tetramethylurea; AgOTf / CH2Cl2 / 24 h / 20 °C 4: 85 percent / NaOMe / methanol; tetrahydrofuran / 0.5 h / 20 °C View Scheme
参考文献
Kishida, Masashi; Fujii, Mikio; Ida, Yoshiteru; Akita, Hiroyuki
Heterocycles, 2005 , vol. 65, # 9 p. 2127 - 2137
→
132278-37-6(2R,3R,4S,5S,6R)-2-[(Z)-己-3-烯氧基]-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: 69 percent / tetramethylurea; AgOTf / CH2Cl2 / 24 h / 20 °C 2: 85 percent / NaOMe / methanol; tetrahydrofuran / 0.5 h / 20 °C View Scheme
参考文献
Kishida, Masashi; Fujii, Mikio; Ida, Yoshiteru; Akita, Hiroyuki
Heterocycles, 2005 , vol. 65, # 9 p. 2127 - 2137
→
132278-37-6(2R,3R,4S,5S,6R)-2-[(Z)-己-3-烯氧基]-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: 17 percent / immobilized β-glucosidase / H2O / 168 h / 50 °C 2: 60 percent / pyridine / dimethylformamide / 18 h / 20 °C 3: DMAP; pyridine / 16 h / 20 °C 4: 74 mg / HCl / tetrahydrofuran / 12 h / 20 °C 5: 69 percent / tetramethylurea; AgOTf / CH2Cl2 / 24 h / 20 °C 6: 85 percent / NaOMe / methanol; tetrahydrofuran / 0.5 h / 20 °C View Scheme
参考文献
Kishida, Masashi; Fujii, Mikio; Ida, Yoshiteru; Akita, Hiroyuki
Heterocycles, 2005 , vol. 65, # 9 p. 2127 - 2137
→
132278-37-6(2R,3R,4S,5S,6R)-2-[(Z)-己-3-烯氧基]-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: 17 percent / immobilized β-glucosidase / H2O / 168 h / 50 °C 2: 60 percent / pyridine / dimethylformamide / 18 h / 20 °C 3: DMAP; pyridine / 16 h / 20 °C 4: 74 mg / HCl / tetrahydrofuran / 12 h / 20 °C 5: 69 percent / tetramethylurea; AgOTf / CH2Cl2 / 24 h / 20 °C 6: 85 percent / NaOMe / methanol; tetrahydrofuran / 0.5 h / 20 °C View Scheme
参考文献
Kishida, Masashi; Fujii, Mikio; Ida, Yoshiteru; Akita, Hiroyuki
Heterocycles, 2005 , vol. 65, # 9 p. 2127 - 2137
→
132278-37-6(2R,3R,4S,5S,6R)-2-[(Z)-己-3-烯氧基]-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: 60 percent / pyridine / dimethylformamide / 18 h / 20 °C 2: DMAP; pyridine / 16 h / 20 °C 3: 74 mg / HCl / tetrahydrofuran / 12 h / 20 °C 4: 69 percent / tetramethylurea; AgOTf / CH2Cl2 / 24 h / 20 °C 5: 85 percent / NaOMe / methanol; tetrahydrofuran / 0.5 h / 20 °C View Scheme
参考文献
Kishida, Masashi; Fujii, Mikio; Ida, Yoshiteru; Akita, Hiroyuki
Heterocycles, 2005 , vol. 65, # 9 p. 2127 - 2137
