异丙基-2-乙酰氨基-3,4,6-三-O-乙酰基-2-脱氧-β-D-吡喃葡萄糖苷合成路线 （共 22 条）
反应条件
1: 2-methyl-(2-acetamido-3,4,6-tri-O-acetyl-1,2-dideoxy-β-D-glucopyrano)-lt;2,1-dgt;-2-oxazoline With copper dichloride in toluene
2: isopropyl alcohol in chloroform
T=62°C; 2.25 h; Sealed tubeInert atmosphere;
参考文献
Wipf, Peter; Neal, Matthew D.; Chhinder, Sodhi P.; Hackam, David J.
Patent: US2013/281395 A1, 2013 ;
Location in patent: Paragraph 0080 ;
反应条件
pyridine
T=20°C; Acetylation; 2 h;
参考文献
Yeung; Adamski-Werner; Bernard; Poulenat; Petillo
Organic letters, 2000 , vol. 2, # 20 p. 3135 - 3138
反应条件
1: NaHCO3 / H2O; CHCl3 / 2 h / 25 °C
2: 1.87 g / pyridine / 12 h / 20 °C
3: hydrazine acetate / dimethylformamide / 2 h / 25 °C
4: 2.49 g / DBU / CH2Cl2 / 2 h / 20 °C
5: HBr / acetic acid / 1 h / 20 °C
6: 75 percent / 4 Angstroem molecular sieves / AgOTf / CH2Cl2 / 36 h / 20 °C
7: Et3N; MeSiCl3 / tetrahydrofuran / 24 h / 60 °C
8: 31 mg / H2O / tetrahydrofuran / 0.5 h
9: 100 percent / pyridine / 2 h / 20 °C
View Scheme
参考文献
Yeung; Adamski-Werner; Bernard; Poulenat; Petillo
Organic letters, 2000 , vol. 2, # 20 p. 3135 - 3138
反应条件
1: hydrazine acetate / dimethylformamide / 2 h / 25 °C
2: 2.49 g / DBU / CH2Cl2 / 2 h / 20 °C
3: HBr / acetic acid / 1 h / 20 °C
4: 75 percent / 4 Angstroem molecular sieves / AgOTf / CH2Cl2 / 36 h / 20 °C
5: Et3N; MeSiCl3 / tetrahydrofuran / 24 h / 60 °C
6: 31 mg / H2O / tetrahydrofuran / 0.5 h
7: 100 percent / pyridine / 2 h / 20 °C
View Scheme
参考文献
Yeung; Adamski-Werner; Bernard; Poulenat; Petillo
Organic letters, 2000 , vol. 2, # 20 p. 3135 - 3138
反应条件
copper dichloride in chloroform
2 h; Heating;
参考文献
Wittmann, Valentin; Lennartz, Dirk
European Journal of Organic Chemistry, 2002 , # 8 p. 1363 - 1367
反应条件
1: 75 percent / 4 Angstroem molecular sieves / AgOTf / CH2Cl2 / 36 h / 20 °C
2: Et3N; MeSiCl3 / tetrahydrofuran / 24 h / 60 °C
3: 31 mg / H2O / tetrahydrofuran / 0.5 h
4: 100 percent / pyridine / 2 h / 20 °C
View Scheme
参考文献
Yeung; Adamski-Werner; Bernard; Poulenat; Petillo
Organic letters, 2000 , vol. 2, # 20 p. 3135 - 3138
反应条件
1: HBr / acetic acid / 1 h / 20 °C
2: 75 percent / 4 Angstroem molecular sieves / AgOTf / CH2Cl2 / 36 h / 20 °C
3: Et3N; MeSiCl3 / tetrahydrofuran / 24 h / 60 °C
4: 31 mg / H2O / tetrahydrofuran / 0.5 h
5: 100 percent / pyridine / 2 h / 20 °C
View Scheme
参考文献
Yeung; Adamski-Werner; Bernard; Poulenat; Petillo
Organic letters, 2000 , vol. 2, # 20 p. 3135 - 3138
反应条件
cobalt(II) chloride in dichloromethane
T=50°C; 6 h; Time;
参考文献
Kuryanov; Luschtshyk; Chupakhina
Russian Journal of Bioorganic Chemistry, 2013 , vol. 39, # 4 p. 426 - 433
Biokhimiya (Moscow), 2013 , vol. 39, # 4 p. 477 - 485
反应条件
tin(II) trifluoromethanesulfonate; 4 A molecular sieve; N,N,N',N'-tetramethyl-urea in dichloromethane
48 h; Ambient temperature;
参考文献
Lubineau, Andre; Gallic, Joelle Le; Malleron, Annie
Tetrahedron Letters, 1987 , vol. 28, # 42 p. 5041 - 5044
反应条件
4 A molecular sieve; methyl iodide in dichloromethane
T=50°C; 22 h;
参考文献
Mereyala; Gurijala
Carbohydrate Research, 1993 , vol. 242, p. 277 - 280
