2-(乙酰氨基)-2-脱氧-BETA-D-半乳糖 1,3,4,6-四乙酸酯合成路线 （共 60 条）
反应条件
1: 88 percent / HCl(gas), Ac2O / 138 h / Ambient temperature 2: 74 percent / tetrabutylammonium hydrogen sulfate, NaOH / CH2Cl2; H2O / 1.4 h 3: 94 percent / NaOMe, MeOH / 5 °C View Scheme
参考文献
Westphal; Schmidt
Justus Liebigs Annalen der Chemie, 1952 , vol. 575, p. 84,89
反应条件
1: acetic acid anhydride; hydrogen chloride 2: silver carbonate; calcium sulfate / unter Ausschluss von Licht 3: ammonia; methanol View Scheme
参考文献
Leaback; Walker
Journal of the Chemical Society, 1957 , p. 4754,4757
反应条件
4A MS in methanol T=20°C; 48 h;
参考文献
Kartha, K.P. Ravindranathan; Mukhopadhyay, Balaram; Field, Robert A.
Carbohydrate Research, 2004 , vol. 339, # 3 p. 729 - 732
反应条件
1: acetic acid anhydride; hydrogen chloride 2: silver carbonate; calcium carbonate / unter Auschluss von Licht View Scheme
参考文献
Inouye et al.
Journal of the American Chemical Society, 1957 , vol. 79, p. 4218,4220
反应条件
trimethylsilyl trifluoromethanesulfonate 1.) CH2Cl2, 60 min, 2.) CH2Cl2, 30 min; Yield given. Multistep reaction;
参考文献
D'Ambra; Gray
Carbohydrate Research, 1994 , vol. 251, p. 115 - 125
反应条件
camphor-10-sulfonic acid in benzene Heatingazeotropic removal of acetic acid;
参考文献
Sowell, C. Gregory; Livesay, Mark T.; Johnson, David A.
Tetrahedron Letters, 1996 , vol. 37, # 5 p. 609 - 610
反应条件
4 A molecular sieve; tin(IV) chloride in acetonitrile T=70°C; 8 h;
参考文献
Aguilera, Begona; Jimenez-Barbero, Jesus; Fernandez-Mayoralas, Alfonso
Carbohydrate Research, 1998 , vol. 308, # 1-2 p. 19 - 27
反应条件
1: Me3SiOTf / 1,2-dichloro-ethane / 50 °C 2: 21 percent / Me3SiOTf; MS 4A / 1,2-dichloro-ethane / 19 h / 20 °C View Scheme
参考文献
Kamst, Eric; Zegelaar-Jaarsveld, Korien; Van Der Marel, Gijs A.; Van Boom, Jacques H.; Lugtenberg, Ben J.J.; Spaink, Herman P.
Carbohydrate Research, 1999 , vol. 321, # 3-4 p. 176 - 189
反应条件
Yield given. Multistep reaction;
参考文献
Wakamiya; Yamanoi; Kanou; Shiba
Tetrahedron Letters, 1987 , vol. 28, # 47 p. 5887 - 5888
反应条件
4A MS in methanol T=20°C; 48 h;
参考文献
Kartha, K.P. Ravindranathan; Mukhopadhyay, Balaram; Field, Robert A.
Carbohydrate Research, 2004 , vol. 339, # 3 p. 729 - 732
