(2R,3S,4R,5S,6S)-2-(乙酰氧基甲基)-6-氰基四氢-2H-吡喃-3,4,5-三基三乙酸酯合成路线 (共 24 条)
反应条件
hydrogen sulfide; triethylamine in ethanol; dichloromethane T=20°C;
参考文献
Osz; Czifrak; Deim; Szilagyi; Benyei; Somsak
Tetrahedron, 2001 , vol. 57, # 25 p. 5429 - 5434
反应条件
molecular sieve; 1,8-diazabicyclo[5.4.0]undec-7-ene in dichloromethane 20 h; Ambient temperature;
参考文献
Banaszek, Anna
Tetrahedron, 1995 , vol. 51, # 14 p. 4231 - 4238
反应条件
sodium azide; ammonium chloride in N,N-dimethyl-formamide
参考文献
Farkas,I. et al.
Carbohydrate Research, 1977 , vol. 56, p. 404 - 406
反应条件
sodium dithionite; potassium perbromate in dichloromethane
T=20°C; 24 h;
参考文献
Czifrak, Katalin; Somsak, Laszlo
Tetrahedron Letters, 2002 , vol. 43, # 49 p. 8849 - 8852
反应条件
boron trifluoride diethyl etherate in nitromethane
1.5 h; Ambient temperature;
参考文献
Myers; Lee
Carbohydrate research, 1986 , vol. 154, p. 145 - 163
反应条件
boron trifluoride diethyl etherate in nitromethane
T=35°C; 2 h;
参考文献
Lichtenthaler, Frieder W.; Nakamura, Katsumi; Klotz, Juergen
Angewandte Chemie - International Edition, 2003 , vol. 42, # 47 p. 5838 - 5843
反应条件
1: D-galactopyranose; acetic anhydride With pyridine; sodium acetate
T=100°C; 2 h;
2: trimethylsilyl cyanide With boron trifluoride diethyl etherate in nitromethane
T=35°C; 2 h;
参考文献
Lichtenthaler, Frieder W.; Klotz, Juergen; Nakamura, Katsumi
Tetrahedron Asymmetry, 2003 , vol. 14, # 24 p. 3973 - 3986
反应条件
mercury(II) cyanide in nitromethane; benzene
T=60°C; 52 h;
参考文献
Lemieux, R. U.; Abbas, S. Z.; Chung, B. Y.
Canadian Journal of Chemistry, 1982 , vol. 60, p. 58 - 62
反应条件
phosphorus trichoride in pyridine
16 h; 0 deg C to room temp.;
参考文献
Koell, Peter; Foertsch, Armin
Carbohydrate Research, 1987 , vol. 171, p. 301 - 316
反应条件
1: 90 percent / triethylamine / dimethylformamide / 4 h / 20 °C
2: trimethylsilyl iodide / CH2Cl2 / 0.17 h / 20 °C
3: molecular sieves / benzene / 1 h
4: MeOH / 0.67 h / Heating
5: pyridine / DMAP / 8 h
View Scheme
参考文献
Bhat, Abhijit S.; Gervay-Hague, Jacquelyn
Organic Letters, 2001 , vol. 3, # 13 p. 2081 - 2084