(3S,3aR,6aS)-六氢呋喃并[2,3-b]呋喃-3-醇合成路线 （共 13 条）
反应条件
1: DIAD; PPh3 2: K2CO3 / ethanol View Scheme
参考文献
Surleraux, Dominique L. N. G.; Tahri, Abdellah; Verschueren, Wim G.; Pille, Geert M. E.; De Kock, Herman A.; Jonckers, Tim H. M.; Peeters, Anik; De Meyer, Sandra; Azijn, Hilde; Pauwels, Rudi; De Bethune, Marie-Pierre; King, Nancy M.; Prabu-Jeyabalan, Moses; Schiffer, Celia A.; Wigerinck, Piet B. T. P.
Journal of Medicinal Chemistry, 2005 , vol. 48, # 6 p. 1813 - 1822
参考文献
Ghosh, Arun K.; Chen, Yan
Tetrahedron Letters, 1995 , vol. 36, # 4 p. 505 - 508
反应条件
sodium hydroxide in tetrahydrofuran; water
参考文献
Sumitomo Chemical Company, Limited
Patent: US2005/256322 A1, 2005 ;
反应条件
1: With lithium aluminium tetrahydride in tetrahydrofuran
T=0°C; 1 h;
2: With sodium hydroxide in tetrahydrofuran; water
参考文献
Sumika Fine Chemicals Co., Ltd.
Patent: US2004/162340 A1, 2004 ;
Location in patent: Page/Page column 31 ;
反应条件
lithium aluminium tetrahydride in tetrahydrofuran
T=20°C;
参考文献
Uchiyama, Masahiko; Hirai, Manabu; Nagata, Momoko; Katoh, Rui; Ogawa, Risa; Ohta, Akihiro
Tetrahedron Letters, 2001 , vol. 42, # 28 p. 4653 - 4656
反应条件
sodium hydroxide in methanol; water
参考文献
Sumika Fine Chemicals Co., Ltd.
Patent: US2004/162340 A1, 2004 ;
Location in patent: Page/Page column 30 ;
反应条件
1: 1.) O3, 2.) Me2S / 1.) MeOH, CH2Cl2, -78 deg C, 1 h, 2.) MeOH, CH2Cl2, from -78 deg C to RT
2: NaBH4 / ethanol / 2 h / 0 °C
View Scheme
参考文献
Ghosh; Kincaid; Walters; Chen; Chaudhuri; Thompson; Culberson; Fitzgerald; Lee; McKee; Munson; Duong; Darke; Zugay; Schleif; Axel; Lin; Huff
Journal of medicinal chemistry, 1996 , vol. 39, # 17 p. 3278 - 3290
反应条件
1: NaBH4 / ethanol / 2 h / 0 °C
View Scheme
参考文献
Ghosh; Kincaid; Walters; Chen; Chaudhuri; Thompson; Culberson; Fitzgerald; Lee; McKee; Munson; Duong; Darke; Zugay; Schleif; Axel; Lin; Huff
Journal of medicinal chemistry, 1996 , vol. 39, # 17 p. 3278 - 3290
反应条件
1: p-TsOH*H2O / 3 h / 24 °C
2: 1.) (COCl)2, DMSO, 2.) Et3N / 1.) CH2Cl2, from -50 deg C to -20 deg C, 1.5 h, 2.) CH2Cl2, from -20 deg C to RT, 1 h
3: camphorsulfonic acid / 12 h / 24 °C
4: 1.) O3, 2.) Me2S / 1.) MeOH, CH2Cl2, -78 deg C, 1 h, 2.) MeOH, CH2Cl2, from -78 deg C to RT
5: NaBH4 / ethanol / 0.25 h / 0 °C
6: camphorsulfonic acid / CH2Cl2 / 12 h / 23 °C
View Scheme
参考文献
Ghosh; Kincaid; Walters; Chen; Chaudhuri; Thompson; Culberson; Fitzgerald; Lee; McKee; Munson; Duong; Darke; Zugay; Schleif; Axel; Lin; Huff
Journal of medicinal chemistry, 1996 , vol. 39, # 17 p. 3278 - 3290
反应条件
1: LiAlH4 / diethyl ether / 1.) RT, 12 h, 2.) reflux, 1 h
2: p-TsOH*H2O / 3 h / 24 °C
3: 1.) (COCl)2, DMSO, 2.) Et3N / 1.) CH2Cl2, from -50 deg C to -20 deg C, 1.5 h, 2.) CH2Cl2, from -20 deg C to RT, 1 h
4: camphorsulfonic acid / 12 h / 24 °C
5: 1.) O3, 2.) Me2S / 1.) MeOH, CH2Cl2, -78 deg C, 1 h, 2.) MeOH, CH2Cl2, from -78 deg C to RT
6: NaBH4 / ethanol / 0.25 h / 0 °C
7: camphorsulfonic acid / CH2Cl2 / 12 h / 23 °C
View Scheme
参考文献
Ghosh; Kincaid; Walters; Chen; Chaudhuri; Thompson; Culberson; Fitzgerald; Lee; McKee; Munson; Duong; Darke; Zugay; Schleif; Axel; Lin; Huff
Journal of medicinal chemistry, 1996 , vol. 39, # 17 p. 3278 - 3290
