(-)-6beta-羟甲基-7alpha-羟基-顺式-2-氧杂双环[3.3.0]辛-3-酮合成路线 （共 65 条）
反应条件
sodium methylate in methanol
参考文献
Journal of Organic Chemistry USSR (English Translation), , vol. 26, # 2.2 p. 386 - 387
Zhurnal Organicheskoi Khimii, , vol. 26, # 2 p. 451 - 452
反应条件
hydrogenchloride in tetrahydrofuran T=25°C; Yield given;
参考文献
Tetrahedron, , vol. 43, # 20 p. 4669 - 4678
反应条件
1: 1.) NBS 2.) H2O / 2.) heated 2: 35 percent / methanol; pyridine / 0.33 h / Ambient temperature 3: 85 percent / AcONH4, 15percent aq. TiCl3 / tetrahydrofuran; H2O / 1 h / 60 °C 4: p-toluene sulfonic acid / 6 h / Ambient temperature 5: tetramethylguanidine 6: LiAlH(Ot-Bu)3 / tetrahydrofuran / 1.) 18 h, RT 2.) 3 h, 60 deg C 7: 70 percent / NH4OAc, 15percent aq. TiCl3 / tetrahydrofuran / Ambient temperature 8: NaBH4 / methanol / 2 h / Ambient temperature 9: 5percent HCl / tetrahydrofuran / 25 °C View Scheme
参考文献
Tetrahedron, , vol. 43, # 20 p. 4669 - 4678
反应条件
1: 35 percent / methanol; pyridine / 0.33 h / Ambient temperature 2: 85 percent / AcONH4, 15percent aq. TiCl3 / tetrahydrofuran; H2O / 1 h / 60 °C 3: p-toluene sulfonic acid / 6 h / Ambient temperature 4: tetramethylguanidine 5: LiAlH(Ot-Bu)3 / tetrahydrofuran / 1.) 18 h, RT 2.) 3 h, 60 deg C 6: 70 percent / NH4OAc, 15percent aq. TiCl3 / tetrahydrofuran / Ambient temperature 7: NaBH4 / methanol / 2 h / Ambient temperature 8: 5percent HCl / tetrahydrofuran / 25 °C View Scheme
参考文献
Tetrahedron, , vol. 43, # 20 p. 4669 - 4678
反应条件
1: p-toluene sulfonic acid / 6 h / Ambient temperature 2: tetramethylguanidine 3: LiAlH(Ot-Bu)3 / tetrahydrofuran / 1.) 18 h, RT 2.) 3 h, 60 deg C 4: 70 percent / NH4OAc, 15percent aq. TiCl3 / tetrahydrofuran / Ambient temperature 5: NaBH4 / methanol / 2 h / Ambient temperature 6: 5percent HCl / tetrahydrofuran / 25 °C View Scheme
参考文献
Tetrahedron, , vol. 43, # 20 p. 4669 - 4678
反应条件
1: tetramethylguanidine 2: LiAlH(Ot-Bu)3 / tetrahydrofuran / 1.) 18 h, RT 2.) 3 h, 60 deg C 3: 70 percent / NH4OAc, 15percent aq. TiCl3 / tetrahydrofuran / Ambient temperature 4: NaBH4 / methanol / 2 h / Ambient temperature 5: 5percent HCl / tetrahydrofuran / 25 °C View Scheme
参考文献
Tetrahedron, , vol. 43, # 20 p. 4669 - 4678
反应条件
1: 85 percent / AcONH4, 15percent aq. TiCl3 / tetrahydrofuran; H2O / 1 h / 60 °C 2: p-toluene sulfonic acid / 6 h / Ambient temperature 3: tetramethylguanidine 4: LiAlH(Ot-Bu)3 / tetrahydrofuran / 1.) 18 h, RT 2.) 3 h, 60 deg C 5: 70 percent / NH4OAc, 15percent aq. TiCl3 / tetrahydrofuran / Ambient temperature 6: NaBH4 / methanol / 2 h / Ambient temperature 7: 5percent HCl / tetrahydrofuran / 25 °C View Scheme
参考文献
Tetrahedron, , vol. 43, # 20 p. 4669 - 4678
反应条件
sodium hydroxide; Soerensen phosphate buffer in methanol T=36°C; 24 h; subtilisin DY; Further byproducts given. Yields of byproduct given;
参考文献
Theil, Fritz; Schick, Hans; Nedkov, Peter; Boehme, Monika; Haefner, Barbara; Schwarz, Sigfrid
Journal fuer Praktische Chemie (Leipzig), 1988 , vol. 330, # 6 p. 893 - 899
反应条件
Dowex 50wX8 in tetrahydrofuran; water T=20°C; 3 h;
参考文献
Chemical and Pharmaceutical Bulletin, , vol. 48, # 11 p. 1753 - 1760
反应条件
1: 65 percent / CH3ONa / methanol / 1.33 h / Ambient temperature 2: 90 percent / PPTS / 1,2-dichloro-ethane / 2 h / Ambient temperature 3: 3,4-Dihydro-2H-pyran / TsOH View Scheme
参考文献
Collection of Czechoslovak Chemical Communications, , vol. 62, # 8 p. 1325 - 1341
