(2S)-2,3-二甲基-1,3-丁二醇合成路线 (共 14 条)
反应条件
1: 98 percent / pyridine / 14 h / -4 °C 2: 85 percent / LiI / tetrahydrofuran / 0.25 h / Heating View Scheme
参考文献
Hanekamp, Jaap C.; Rookhuizen, Rob Boer; Heuvel, Henry L. A. V. D.; Bos, Hendrik J. T.; Brandsma, Lambert
Tetrahedron Letters, 1991 , vol. 32, # 39 p. 5397 - 5400
反应条件
1: pyridine / 2 h / Ambient temperature 2: potassium t-butoxide / dimethylformamide / 4 h / Ambient temperature 3: WO3, 50percent NaOH, 30percent H2O2 / H2O; ethanol / 0.67 h / 60 - 75 °C 4: 92 percent / PPTS / CH2Cl2 / 4 h / Ambient temperature 5: n-butyllithium / hexane; tetrahydrofuran / 1 h / -70 - -60 °C 6: Na2HPO4, 5percent sodium amalgam / methanol / 0 deg C, 15 h, then RT, 3 h 7: PPTS / aq. ethanol / 1 h / 50 °C 8: LiAlH4 / tetrahydrofuran / 1.5 h / Heating 9: diethyl ether; tetrahydrofuran / 0.05 h / Irradiation 10: ethanol / 1 h / Heating View Scheme
参考文献
Tsuji; Yokoyama; Tachibana
Bulletin of the Chemical Society of Japan, 1989 , vol. 62, # 10 p. 3132 - 3137
反应条件
1: 98 percent / pyridine / 14 h / -4 °C 2: 85 percent / LiI / tetrahydrofuran / 0.25 h / Heating 3: 100 percent / acetonitrile / 40 h / Heating View Scheme
参考文献
Hanekamp, Jaap C.; Rookhuizen, Rob Boer; Heuvel, Henry L. A. V. D.; Bos, Hendrik J. T.; Brandsma, Lambert
Tetrahedron Letters, 1991 , vol. 32, # 39 p. 5397 - 5400
反应条件
1: 90 percent / pyridine 2: 91 percent / potassium tert-butylate / dimethylformamide 3: 99 percent / Na2WO4, H2O2 / 70 °C 4: 95 percent / pyridinium p-toluenesulphonate / CH2Cl2 5: 1) lithium diisopropylamide / 1) THF, -78 deg C 6: 52 percent / 5percent Na-Hg, Na2HPO4 / 0 °C 7: 95 percent / 95percent ethanol / pyridinium p-toluenesulphonate / 40 °C 8: irradiation followed by thermal isomerization View Scheme
参考文献
Yamada, Sachiko; Shiraishi, Masami; Ohmori, Masayuki; Takayama, Hiroaki
Tetrahedron Letters, 1984 , vol. 25, # 31 p. 3347 - 3350
反应条件
1: in diethyl ether
T=10 - 25°C;
2: With hydrogenchloride in diethyl ether; water
T=10 - 25°C; pH=4;
参考文献
AZAD PHARMACEUTICAL INGREDIENTS AG; UNIVERSITAeT ZUeRICH; BADER, Thomas; STUTZ, Alfred; BICHSEL, Hans-Ulrich; FU, Changchun
Patent: WO2010/9879 A2, 2010 ;
Location in patent: Page/Page column 96 ;
反应条件
1: in tetrahydrofuran; diethyl ether
T=0 - 20°C; 2 h;
2: With hydrogenchloride; water in tetrahydrofuran; diethyl ether
T=0°C;
参考文献
Formosa Laboratories, Inc.
Patent: US7491712 B1, 2009 ;
Location in patent: Page/Page column 15; Sheet 2/2 ;
反应条件
in diethyl ether
T=0°C; 1 h;
参考文献
Wilson, Stephen R.; Jacob, Linda
Journal of Organic Chemistry, 1992 , vol. 57, # 16 p. 4380 - 4385
反应条件
1: 92 percent / NaH / dimethylsulfoxide / Ambient temperature
2: 93 percent / diethyl ether / -20 °C
View Scheme
参考文献
Yamada, Sachiko; Shiraishi, Masami; Ohmori, Masayuki; Takayama, Hiroaki
Tetrahedron Letters, 1984 , vol. 25, # 31 p. 3347 - 3350
反应条件
1: 25 percent / tert-butylhydroperoxide, titanium(IV) isopropoxyde, D-(-)-dibutyl tartarate / CH2Cl2 / -20 °C
2: 92 percent / NaH / dimethylsulfoxide / Ambient temperature
3: 93 percent / diethyl ether / -20 °C
View Scheme
参考文献
Yamada, Sachiko; Shiraishi, Masami; Ohmori, Masayuki; Takayama, Hiroaki
Tetrahedron Letters, 1984 , vol. 25, # 31 p. 3347 - 3350
反应条件
1: 93 percent / diethyl ether / -20 °C
View Scheme
参考文献
Yamada, Sachiko; Shiraishi, Masami; Ohmori, Masayuki; Takayama, Hiroaki
Tetrahedron Letters, 1984 , vol. 25, # 31 p. 3347 - 3350