(2R,3R,4S)-3-乙酰氨基-4-乙酰氧基-2-((1R,2R)-1,2,3-三乙酰氧基丙基)-3,4-二氢-2H-吡喃-6-羧酸甲酯合成路线 (共 94 条)
反应条件
trimethylsilyl trifluoromethanesulfonate; C22H29NO10S in anhydrous propionitrile T=-78°C; Molecular sieve;
参考文献
Uchinashi, Yosuke; Nagasaki, Masahiro; Zhou, Jiazhou; Tanaka, Katsunori; Fukase, Koichi
Organic and Biomolecular Chemistry, 2011 , vol. 9, # 20 p. 7243 - 7248
反应条件
trimethylsilyl trifluoromethanesulfonate in nitromethane T=4°C; 15 h;
参考文献
Carbohydrate research, , vol. 164, p. 415 - 432
反应条件
1: With dimethyl-(methylthio)-sulphonium trifluoromethanesulphonate in dichloromethane T=-20°C; Substitution; 2 h; 2: With 1,8-diazabicyclo[5.4.0]undec-7-ene in dichloromethane T=-20 - 20°C; Elimination;
参考文献
Ikeda, Kiyoshi; Konishi, Koji; Sano, Kimihiko; Tanaka, Kiyoshi
Chemical and Pharmaceutical Bulletin, 2000 , vol. 48, # 1 p. 163 - 165
反应条件
methyl sulfenyl bromide; 3 A molecular sieve; silver trifluoromethanesulfonate in 1,2-dichloro-ethane; acetonitrile T=-50°C; 18 h; Yield given. Yields of byproduct given;
参考文献
Journal of the American Chemical Society, , vol. 116, # 5 p. 1616 - 1634
反应条件
methyl sulfenyl bromide; 7-deoxy-1,2;3,4-di-O-isopropylidene-α-D-glycero-D-galacto-heptopyranose; 3 A molecular sieve; silver trifluoromethanesulfonate in 1,2-dichloro-ethane; acetonitrile T=-50°C; 18 h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
参考文献
Journal of the American Chemical Society, , vol. 116, # 5 p. 1616 - 1634
反应条件
dimethyl-(methylthio)-sulphonium trifluoromethanesulphonate in acetonitrile T=-15°C; 15 h;
参考文献
Murase; Ishida; Kiso; Hasegawa
Carbohydrate research, 1988 , vol. 184, p. c1-4
反应条件
3-chloro-benzenecarboperoxoic acid in dichloromethane T=4°C; 0.5 h; Title compound not separated from byproducts;
参考文献
Kononov, L. O.; Komarova, B. S.; Nifantiev, N. E.
Russian Chemical Bulletin, 2002 , vol. 51, # 4 p. 698 - 702
Izvestiya Akademi Nauk, Seriya Khimicheskaya, 2002 , # 4 p. 644 - 648
反应条件
pyridine; 3-chloro-benzenecarboperoxoic acid in dichloromethane T=4°C; 23.5 h; Title compound not separated from byproducts;
参考文献
Kononov, L. O.; Komarova, B. S.; Nifantiev, N. E.
Russian Chemical Bulletin, 2002 , vol. 51, # 4 p. 698 - 702
Izvestiya Akademi Nauk, Seriya Khimicheskaya, 2002 , # 4 p. 644 - 648
反应条件
1,8-diazabicyclo[5.4.0]undec-7-ene in chloroform 48 h; Heating;
参考文献
Julina; Mueller; Vasella; Wyler
Carbohydrate research, 1987 , vol. 164, p. 415 - 432
反应条件
tetrachlorosilane; silver trifluoromethanesulfonate; cyclohexylmethyl trimethylsilyl ether in various solvent(s) T=0°C; 19 h; Yields of byproduct given;
参考文献
Mukaiyama, Teruaki; Sasaki, Takenori; Iwashita, Eiichiro; Matsubara, Koki
Chemistry Letters, 1995 , # 6 p. 455 - 456