(3aS,3bR,7aR,11aS,11bR)-2,2,5,5-四甲基六氢-3bH-[1,3]二恶英并[4,5-e][1,3]二氧杂环戊并[4,5-c]咪唑并[1,2-a]吡啶-9,10-二酮合成路线 （共 18 条）
109944-15-2(5R,6R,7S,8R,8aS)-6,7,8-三羟基-5-(羟基甲基)-1,5,6,7,8,8a-六氢咪唑并[1,2-a]吡啶-2,3-二酮+
→
134234-43-8(3aS,3bR,7aR,11aS,11bR)-2,2,5,5-四甲基六氢-3bH-[1,3]二恶英并[4,5-e][1,3]二氧杂环戊并[4,5-c]咪唑并[1,2-a]吡啶-9,10-二酮
反应条件
toluene-4-sulfonic acid in N,N-dimethyl-formamide T=60°C; 12 h;
参考文献
Kayakiri; Takase; Shibata; Hashimoto; Tada; Koda
Chemical and Pharmaceutical Bulletin, 1991 , vol. 39, # 6 p. 1378 - 1381
→
134234-43-8(3aS,3bR,7aR,11aS,11bR)-2,2,5,5-四甲基六氢-3bH-[1,3]二恶英并[4,5-e][1,3]二氧杂环戊并[4,5-c]咪唑并[1,2-a]吡啶-9,10-二酮
反应条件
ammonia in methanol Ambient temperature;
参考文献
Kayakiri, Hiroshi; Kasahara, Chiyoshi; Oku, Teruo; Hashimoto, Masashi
Tetrahedron Letters, 1990 , vol. 31, # 2 p. 225 - 226
→
134234-43-8(3aS,3bR,7aR,11aS,11bR)-2,2,5,5-四甲基六氢-3bH-[1,3]二恶英并[4,5-e][1,3]二氧杂环戊并[4,5-c]咪唑并[1,2-a]吡啶-9,10-二酮
反应条件
1: Dess-Martin periodinane / CH2Cl2 / 4 h / 20 °C 2: 13 mg / NH3 / methanol / 24 h / 20 °C View Scheme
参考文献
Journal of Organic Chemistry, , vol. 70, # 24 p. 9892 - 9904
→
134234-43-8(3aS,3bR,7aR,11aS,11bR)-2,2,5,5-四甲基六氢-3bH-[1,3]二恶英并[4,5-e][1,3]二氧杂环戊并[4,5-c]咪唑并[1,2-a]吡啶-9,10-二酮
反应条件
1: 93 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; 1-hydroxybenzotriazole hydrate / dimethylformamide / 1 h / 20 °C 2: Dess-Martin periodinane / CH2Cl2 / 4 h / 20 °C 3: 13 mg / NH3 / methanol / 24 h / 20 °C View Scheme
参考文献
Journal of Organic Chemistry, , vol. 70, # 24 p. 9892 - 9904
→
134234-43-8(3aS,3bR,7aR,11aS,11bR)-2,2,5,5-四甲基六氢-3bH-[1,3]二恶英并[4,5-e][1,3]二氧杂环戊并[4,5-c]咪唑并[1,2-a]吡啶-9,10-二酮
反应条件
1: 97 percent / p-toluenesulfonic acid / CH2Cl2 / 0.25 h / 20 °C 2: 98 percent / lithium aluminum hydride / diethyl ether / 1 h / 20 °C 3: 93 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; 1-hydroxybenzotriazole hydrate / dimethylformamide / 1 h / 20 °C 4: Dess-Martin periodinane / CH2Cl2 / 4 h / 20 °C 5: 13 mg / NH3 / methanol / 24 h / 20 °C View Scheme
参考文献
Journal of Organic Chemistry, , vol. 70, # 24 p. 9892 - 9904
→
134234-43-8(3aS,3bR,7aR,11aS,11bR)-2,2,5,5-四甲基六氢-3bH-[1,3]二恶英并[4,5-e][1,3]二氧杂环戊并[4,5-c]咪唑并[1,2-a]吡啶-9,10-二酮
反应条件
1: 98 percent / lithium aluminum hydride / diethyl ether / 1 h / 20 °C 2: 93 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; 1-hydroxybenzotriazole hydrate / dimethylformamide / 1 h / 20 °C 3: Dess-Martin periodinane / CH2Cl2 / 4 h / 20 °C 4: 13 mg / NH3 / methanol / 24 h / 20 °C View Scheme
参考文献
Journal of Organic Chemistry, , vol. 70, # 24 p. 9892 - 9904
→
134234-43-8(3aS,3bR,7aR,11aS,11bR)-2,2,5,5-四甲基六氢-3bH-[1,3]二恶英并[4,5-e][1,3]二氧杂环戊并[4,5-c]咪唑并[1,2-a]吡啶-9,10-二酮
反应条件
1: 79 percent / pyridine / CH2Cl2 / 20 h / 20 °C 2: 97 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 1 h / -20 °C 3: 97 percent / p-toluenesulfonic acid / CH2Cl2 / 0.25 h / 20 °C 4: 98 percent / lithium aluminum hydride / diethyl ether / 1 h / 20 °C 5: 93 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; 1-hydroxybenzotriazole hydrate / dimethylformamide / 1 h / 20 °C 6: Dess-Martin periodinane / CH2Cl2 / 4 h / 20 °C 7: 13 mg / NH3 / methanol / 24 h / 20 °C View Scheme
参考文献
Journal of Organic Chemistry, , vol. 70, # 24 p. 9892 - 9904
→
134234-43-8(3aS,3bR,7aR,11aS,11bR)-2,2,5,5-四甲基六氢-3bH-[1,3]二恶英并[4,5-e][1,3]二氧杂环戊并[4,5-c]咪唑并[1,2-a]吡啶-9,10-二酮
反应条件
1: 97 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 1 h / -20 °C 2: 97 percent / p-toluenesulfonic acid / CH2Cl2 / 0.25 h / 20 °C 3: 98 percent / lithium aluminum hydride / diethyl ether / 1 h / 20 °C 4: 93 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; 1-hydroxybenzotriazole hydrate / dimethylformamide / 1 h / 20 °C 5: Dess-Martin periodinane / CH2Cl2 / 4 h / 20 °C 6: 13 mg / NH3 / methanol / 24 h / 20 °C View Scheme
参考文献
Journal of Organic Chemistry, , vol. 70, # 24 p. 9892 - 9904
→
134234-43-8(3aS,3bR,7aR,11aS,11bR)-2,2,5,5-四甲基六氢-3bH-[1,3]二恶英并[4,5-e][1,3]二氧杂环戊并[4,5-c]咪唑并[1,2-a]吡啶-9,10-二酮
反应条件
1: 61 percent / hydrazoic acid; Ph3P; diethylazodicarboxylate / toluene; tetrahydrofuran / 20 h / 20 °C 2: 89 percent / sodiumborohydride / ethanol / 4 h / 20 °C 3: 79 percent / pyridine / CH2Cl2 / 20 h / 20 °C 4: 97 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 1 h / -20 °C 5: 97 percent / p-toluenesulfonic acid / CH2Cl2 / 0.25 h / 20 °C 6: 98 percent / lithium aluminum hydride / diethyl ether / 1 h / 20 °C 7: 93 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; 1-hydroxybenzotriazole hydrate / dimethylformamide / 1 h / 20 °C 8: Dess-Martin periodinane / CH2Cl2 / 4 h / 20 °C 9: 13 mg / NH3 / methanol / 24 h / 20 °C View Scheme
参考文献
Journal of Organic Chemistry, , vol. 70, # 24 p. 9892 - 9904
→
134234-43-8(3aS,3bR,7aR,11aS,11bR)-2,2,5,5-四甲基六氢-3bH-[1,3]二恶英并[4,5-e][1,3]二氧杂环戊并[4,5-c]咪唑并[1,2-a]吡啶-9,10-二酮
反应条件
1: 89 percent / sodiumborohydride / ethanol / 4 h / 20 °C 2: 79 percent / pyridine / CH2Cl2 / 20 h / 20 °C 3: 97 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 1 h / -20 °C 4: 97 percent / p-toluenesulfonic acid / CH2Cl2 / 0.25 h / 20 °C 5: 98 percent / lithium aluminum hydride / diethyl ether / 1 h / 20 °C 6: 93 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; 1-hydroxybenzotriazole hydrate / dimethylformamide / 1 h / 20 °C 7: Dess-Martin periodinane / CH2Cl2 / 4 h / 20 °C 8: 13 mg / NH3 / methanol / 24 h / 20 °C View Scheme
参考文献
Journal of Organic Chemistry, , vol. 70, # 24 p. 9892 - 9904
