1-乙酰基-2,3,5-三苯甲酰氧基-1-beta-D-呋喃核糖合成路线 (共 164 条)
反应条件
(i) HN(SiMe3)2, (ii) /BRN= 100243/, SnCl4, ClCH2CH2Cl; Multistep reaction;
参考文献
Schmidt; Townsend
The Journal of organic chemistry, 1975 , vol. 40, # 17 p. 2476 - 2481
反应条件
1: 88 percent / stannic chloride / 0.75 h / Heating
2: 83 percent / methanol; tetrahydrofuran / 24 h / Ambient temperature
3: 91 percent / H2, aq. NaOH / 10percent Pd/C / methanol / 12 h / 2068.6 Torr / Ambient temperature
4: 84 percent / KOH / H2O / 3 h / Heating
View Scheme
参考文献
Katz; Wise; Townsend
Journal of Medicinal Chemistry, 1982 , vol. 25, # 7 p. 813 - 821
反应条件
trimethylsilyl iodide
1.) 5 min, 2.) acetonitrile; Yield given. Multistep reaction;
参考文献
Kobylinskaya, V. I.; Dashevskaya, T. A.; Shalamai, A. S.; Levitskaya, Z. V.
J. Gen. Chem. USSR (Engl. Transl.), 1992 , vol. 62, # 5.2 p. 1115 - 1119,912 - 915
反应条件
1: 75 percent / SnCl4 / CH2Cl2
2: 97 percent / H2S; DMAP / ethanol / 18 h
View Scheme
参考文献
Yu, Xiang Y.; Hill, Jason M.; Yu, Guixue; Wang, Weiheng; Kluge, Arthur F.; Wendler, Phil; Gallant, Paul
Bioorganic and Medicinal Chemistry Letters, 1999 , vol. 9, # 3 p. 375 - 380
反应条件
1: HBr; AcOH / CH2Cl2 / 2 h / 0 °C
2: Bu4NBr / acetonitrile / 2 h / Heating
View Scheme
参考文献
Marino, Carla; Varela, Oscar; De Lederkremer, Rosa M.
Carbohydrate Research, 1997 , vol. 304, # 3-4 p. 257 - 260
反应条件
1: 39 percent / SnCl4 / CH2Cl2 / 4 h / 0 °C
2: 78 percent / NaOMe / methanol / 12 h / Ambient temperature
View Scheme
参考文献
Aitken, David J.; Alijah, Renate; Onyiriuka, Samuel O.; Suckling, Colin J.; Wood, Hamish C. S.; Zhu, Limin
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1993 , # 5 p. 597 - 608
反应条件
tin(IV) chloride in dichloromethane
T=0 - 20°C;
参考文献
Dvorakova, Marcela; Nencka, Radim; Dejmek, Milan; Zbornikova, Eva; Brezinova, Anna; Pribylova, Marie; Pohl, Radek; Migaud, Marie E.; Vanek, Tomas
Organic and Biomolecular Chemistry, 2013 , vol. 11, # 34 p. 5702 - 5713
反应条件
trimethylsilyl trifluoromethanesulfonate in dichloromethane
T=-30°C;
参考文献
Manfredini, Stefano; Baraldi, Pier G.; Bazzanini, Rita; Guarneri, Mario; Simoni, Daniele
Tetrahedron Letters, 1994 , vol. 35, # 31 p. 5709 - 5712
反应条件
1: 69 percent / stannic chloride / CH2Cl2 / 3 h / Heating
2: 71 percent / triethylamine / methanol / 2 h / 20 °C
3: 74 percent / bromotrichloromethane; 1,8-diazabicyclo[5.4.0]-undec-7-ene / CH2Cl2 / 16 h / 0 °C
View Scheme
参考文献
Ramasamy, Kanda S.; Averett, Devron
Nucleosides and Nucleotides, 1999 , vol. 18, # 11-12 p. 2425 - 2431
反应条件
1: 1.) hexamethyldisilazane, ammonium sulfate, 2.) Me3SiCl, CF3SO3Cl / 1.) acetonitrile, reflux, 2.) acetonitrile, reflux, 3 h
2: 90 percent / NH3 / methanol / 24 h / 4 °C
3: 70 percent / H2 / 10percent Pd/C / methanol / 4 h / 1034.3 Torr
View Scheme
参考文献
Manfredini, Stefano; Bazzanini, Rita; Baraldi, Pier Giovanni; Guarneri, Mario; Simoni, Daniele; et al.
Journal of Medicinal Chemistry, 1992 , vol. 35, # 5 p. 917 - 924