(Z)-3-甲基戊-2-烯-4-炔-1-醇合成路线 (共 32 条)
反应条件
dihydrogen peroxide; sodium sulfate; sodium bromide in water T=50°C; pH=5.3 - 6.1; 4 h; Sulfonation flask, stirring, argon atmosphere; Conversion of starting material;
参考文献
F. HOFFMANN-LA ROCHE AG
Patent: EP1167331 A2, 2002 ;
Location in patent: Page 7 ;
反应条件
2: Pd(PPh3)4; TlOH / H2O; tetrahydrofuran / 6 h / 25 °C 3: 91 percent / KOH / ethanol; H2O / 70 °C View Scheme
参考文献
Tadikonda, Praveen K.; Lacy, James M.; Rigdon, Michael G.; Deluca, Hector F.
Journal of Labelled Compounds and Radiopharmaceuticals, 1997 , vol. 39, # 1 p. 1 - 10
反应条件
1: 83 percent / Cu2I2 / Pd(PPh3)2Cl2 / diethylamine / 2 h / Ambient temperature 2: 96 percent / aq. HCl / petroleum ether / 17 h / 0 °C 3: 60 percent / ZnCl2*Et2O / CH2Cl2 / 16 h / -78 °C 4: 17 percent / formic acid / H2O / 0.5 h / Heating View Scheme
参考文献
Heilmann, Werner; Azizur-Rahman; Baeuml, Englbert; Mayr, Herbert
Tetrahedron, 1988 , vol. 44, # 19 p. 6047 - 6054
反应条件
1: MnO2 / CH2Cl2 / 3 h / Ambient temperature 2: TsOH / CH2Cl2 / 1.5 h / Ambient temperature 3: 1.) 1.5 M BuLi, 2.) 3.5 M natrium-dihydro-bis(2-methoxyethoxy)aluminate, 3.) H2O, pyridinium p-toluenesulfonate / 1.) THF/hexane, -15 deg C, 15 min, 2.) THF/hexane/toluene, -45 deg C, 1 h, 3.) THF, 2 h, room temperature 4: 21.9 g / MnO2 / CH2Cl2 / 2 h / Ambient temperature 5: NaClO2, NaH2PO4*2H2O / 2-methyl-propan-2-ol; various solvent(s) / 1 h / Ambient temperature View Scheme
参考文献
Soukup, Milan; Lukac, Teodor; Lohri, Bruno; Widmer, Erich
Helvetica Chimica Acta, 1989 , vol. 72, p. 361 - 364
反应条件
2: Pd(PPh3)4; TlOH / H2O; tetrahydrofuran / 6 h / 25 °C 3: 91 percent / KOH / ethanol; H2O / 70 °C View Scheme
参考文献
Tetrahedron Letters, , vol. 40, # 47 p. 8287 - 8290
参考文献
Vegh, Daniel; Zalupsky, Peter; Kovac, Jaroslav
Synthetic Communications, 1990 , vol. 20, # 8 p. 1113 - 1123
反应条件
potassium iodide; PdI2 in methanol T=70°C; P=76000 Torr; 15 h;
参考文献
Tetrahedron Letters, , vol. 38, # 39 p. 6877 - 6880
反应条件
1: m-CPBA; sodium bicarbonate / CH2Cl2 2: 99 percent / silver carbonate / benzene / 1 h / 80 °C View Scheme
参考文献
Pale, Patrick; Chuche, Josselin
European Journal of Organic Chemistry, 2000 , # 6 p. 1019 - 1025
反应条件
1H-imidazole in N,N-dimethyl-formamide 1.) 0 deg C, 2 h, 2.) room temperature, 21 h;
参考文献
Shibuya, Satoshi; Isobe, Minoru
Tetrahedron, 1998 , vol. 54, # 24 p. 6677 - 6698
反应条件
copper(I) bromide in 1,4-dioxane Heating; Further byproducts given;
参考文献
Mavrov; Simirskaya
Chemistry of Heterocyclic Compounds, 2001 , vol. 37, # 3 p. 276 - 282