(S)-(-)-2,3-二苄氧基-1-丙醇合成路线 (共 23 条)
反应条件
sodium tetrahydroborate in methanol
参考文献
Ashton; Canning; Reynolds; Tolman; Karkas; Liou; Davies; DeWitt; Perry; Field
Journal of Medicinal Chemistry, 1985 , vol. 28, # 7 p. 926 - 933
反应条件
1: 97 percent Spectr. / 1.) LDA / tetrahydrofuran / 1.) -78 deg C, 1h; 2.) 0 deg C, 12h
2: 85 percent / 2M LiBH4 / tetrahydrofuran / 1 h / 0 °C
View Scheme
参考文献
Cardillo, Giuliana; Orena, Mario; Romero, Marta; Sandri, Sergio
Tetrahedron, 1989 , vol. 45, # 5 p. 1501 - 1508
反应条件
1: 85 percent / n-BuLi / tetrahydrofuran / 1 h / 0 °C
2: 97 percent Spectr. / 1.) LDA / tetrahydrofuran / 1.) -78 deg C, 1h; 2.) 0 deg C, 12h
3: 85 percent / 2M LiBH4 / tetrahydrofuran / 1 h / 0 °C
View Scheme
参考文献
Cardillo, Giuliana; Orena, Mario; Romero, Marta; Sandri, Sergio
Tetrahedron, 1989 , vol. 45, # 5 p. 1501 - 1508
反应条件
1: 74 percent / NaH / dimethylformamide
2: 94 percent / aq. AcOH / 60 °C
3: NaIO4 / methanol; H2O
4: NaBH4 / methanol
View Scheme
参考文献
Aoki, Shin-ya; Tsukude, Taro; Miyazaki, Yukari; Takao, Ken-ichi; Tadano, Kin-ichi
Heterocycles, 2006 , vol. 69, # 1 p. 49 - 54
反应条件
1: 94 percent / aq. AcOH / 60 °C
2: NaIO4 / methanol; H2O
3: NaBH4 / methanol
View Scheme
参考文献
Aoki, Shin-ya; Tsukude, Taro; Miyazaki, Yukari; Takao, Ken-ichi; Tadano, Kin-ichi
Heterocycles, 2006 , vol. 69, # 1 p. 49 - 54
反应条件
1: NaIO4 / methanol; H2O
2: NaBH4 / methanol
View Scheme
参考文献
Aoki, Shin-ya; Tsukude, Taro; Miyazaki, Yukari; Takao, Ken-ichi; Tadano, Kin-ichi
Heterocycles, 2006 , vol. 69, # 1 p. 49 - 54
反应条件
1: 39.2 percent / 2,6-lutidinium perchlorate / 1,2-dichloro-ethane / 5 h / Heating
2: 1.) 90percent formic acid; 2.) 0.25M H2SO4
View Scheme
参考文献
Andguladze, M. K.; Kaplun, A. P.; Kulish, M. A.; Shvets, V. I.
Journal of Organic Chemistry USSR (English Translation), 1983 , vol. 19, p. 846 - 851
Zhurnal Organicheskoi Khimii, 1983 , vol. 19, # 5 p. 954 - 961
反应条件
1: 1.) pyridinium p-toluenesulfonate (PPTS), 2.) NH4OH / 1.) CH2Cl2, 0 deg C, 12 h, 2.) MeOH, RT, 6 h
2: 96 percent / NaH, nBu4NI / 15 h
3: 80 percent / pyridinium p-toluenesulfonate (PPTS) / ethanol / 3 h / 55 °C
View Scheme
参考文献
Ohta; Achiwa
Chemical and Pharmaceutical Bulletin, 1991 , vol. 39, # 5 p. 1337 - 1339
反应条件
1: 96 percent / NaH, nBu4NI / 15 h
2: 80 percent / pyridinium p-toluenesulfonate (PPTS) / ethanol / 3 h / 55 °C
View Scheme
参考文献
Ohta; Achiwa
Chemical and Pharmaceutical Bulletin, 1991 , vol. 39, # 5 p. 1337 - 1339
反应条件
1: 42 percent / 2,6-lutidinium perchlorate / 1,2-dichloro-ethane / 5 h / Heating
View Scheme
参考文献
Andguladze, M. K.; Kaplun, A. P.; Kulish, M. A.; Shvets, V. I.
Journal of Organic Chemistry USSR (English Translation), 1983 , vol. 19, p. 846 - 851
Zhurnal Organicheskoi Khimii, 1983 , vol. 19, # 5 p. 954 - 961