5-(叔丁基二甲基硅杂氧基)-1-戊醇合成路线 （共 25 条）
反应条件
pyridinium p-toluenesulfonate in ethanol T=22°C; 2 h; Yield given. Yields of byproduct given;
参考文献
Tetrahedron Letters, , vol. 30, # 1 p. 19 - 22
反应条件
cerium(IV) triflate in acetonitrile T=20°C; 1 h; Product distribution; Further Variations:Solvents;
参考文献
Tetrahedron Letters, , vol. 43, # 34 p. 5945 - 5947
参考文献
Tetrahedron Letters, , vol. 29, # 34 p. 4285 - 4288
反应条件
1: (COCl)2; DMSO; Et3N / CH2Cl2 / -78 - 20 °C 2: tetrahydrofuran; diethyl ether / 0.17 h / -78 °C 3: (COCl)2; DMSO; Et3N / CH2Cl2 / -78 - 20 °C View Scheme
参考文献
Mukai; Yamaguchi; Kim; Hanaoka
Chemical and pharmaceutical bulletin, 2001 , vol. 49, # 5 p. 613 - 618
反应条件
1: 70 percent / PCC 2: 100 percent 3: 89 percent 4: 79 percent / TBAF 5: 59 percent / PPh3; CBr4 6: 35 percent / Mg; CuBr*SMe2 7: 63 percent / EDC; HOBt; N-ethylmorpholine 8: LiOH 9: 61 percent / EDC; HOBt; N-ethylmorpholine 10: LiOH 11: aq. HCl / acetic acid 12: pentafluorophenyl diphenylphosphinate; N-ethylmorpholine / dimethylformamide 13: TBAF; MS 4A / tetrahydrofuran / 24 h 14: 88 percent / TPAP; NMO; MS 4A / CH2Cl2 View Scheme
参考文献
Heterocycles, , vol. 55, # 1 p. 1 - 4
反应条件
1: SO3*pyridine; triethylamine / dimethylsulfoxide; CH2Cl2
2: Zn; 1,2-diiodoethane / tetrahydrofuran / sonication
3: NaH / tetrahydrofuran
4: aq. HCl / tetrahydrofuran
5: 100 percent Chromat. / AgSbF5 / Ph3AuCl / CH2Cl2; H2O / 24 h / 35 °C
View Scheme
参考文献
Hyung, Hoon Jung; Floreancig, Paul E.
Journal of Organic Chemistry, 2007 , vol. 72, # 19 p. 7359 - 7366
反应条件
1: (COCl)2; DMSO; Et3N / CH2Cl2 / -78 - 20 °C
2: tetrahydrofuran; diethyl ether / 0.17 h / -78 °C
View Scheme
参考文献
Allegretti, Paul A.; Ferreira, Eric M.
Journal of the American Chemical Society, 2013 , vol. 135, # 46 p. 17266 - 17269
反应条件
1.1: 94 percent / NaOCl; 2,2,6,6-tetramethylpiperidin-N-oxyl; aq. NaHCO3 / CH2Cl2 / 0 °C
2.1: N,N-diisopropylamine; n-BuLi / tetrahydrofuran; hexane / 0.5 h / 0 °C
2.2: 34 percent / tetrahydrofuran; hexane / 16 h / 20 °C
3.1: 99 percent / tetrabutylammonium fluoride / tetrahydrofuran / 4 h / 20 °C
4.1: 79 percent / Ph3P; imidazole; iodine / tetrahydrofuran / 2 h / 20 °C
View Scheme
参考文献
Dressel, Martina; Aechtner, Tobias; Bach, Thorsten
Synthesis, 2006 , # 13 p. 2206 - 2214
反应条件
1H-imidazole; iodine; triphenylphosphine in dichloromethane
4 h;
参考文献
Fuerstner, Alois; Bonnekessel, Melanie; Blank, Jarred T.; Radkowski, Karin; Seidel, Guenter; Lacombe, Fabrice; Gabor, Barbara; Mynott, Richard
Chemistry - A European Journal, 2007 , vol. 13, # 31 p. 8762 - 8783
反应条件
1: HO(CH2)5OTBS With 1,10-phenanthroline; potassium tert-butylate; copper(l) chloride in o-di-fluorobenzene
T=20°C; 0.166667 h; Inert atmosphere;
2: With 1-methyl-1H-imidazole; di-tert-butylazodicarboxylate; oxygen in o-di-fluorobenzene
Reflux;
3: diazomethyl-trimethyl-silane With triphenylphosphine; isopropyl alcohol in o-di-fluorobenzene; diethyl ether
T=60°C; Inert atmosphere;
参考文献
Davi, Michael; Lebel, Helene
Organic Letters, 2009 , vol. 11, # 1 p. 41 - 44
