(4R-cis)-6-醛基-2,2-二甲基-1,3-二氧己环-4-乙酸叔丁酯合成路线 (共 25 条)
反应条件
1: 74 percent / NaH, n-BuLi / 20 h / -78 °C 2: 60 percent / diisobutylaluminium hydride / tetrahydrofuran; hexane / 4 h / -78 °C 3: 76 percent / Et2BOMe, NaBH4 / tetrahydrofuran; methanol / -78 deg C to RT, 12 h 4: 98 percent / p-TsOH / 2 h / Ambient temperature 5: 99 percent / (n-Bu)4NF / tetrahydrofuran / 3 h / Ambient temperature 6: 85 percent / NaIO4 / diethyl ether; H2O / 2 h / Ambient temperature View Scheme
参考文献
Tetrahedron Letters, , vol. 34, # 3 p. 513 - 516
反应条件
1: 80 percent / Bu4NF / tetrahydrofuran / 3 h / 0 °C 2: 97 percent / Swern oxidation; (further oxidizing agents) View Scheme
参考文献
Tetrahedron Letters, , vol. 31, # 18 p. 2545 - 2548
反应条件
potassium carbonate in dimethyl sulfoxide T=25 - 35°C; 3 h;
参考文献
WO2007/125547 A2, ;
Page/Page column 55; 73 ;
反应条件
potassium carbonate in dimethyl sulfoxide T=25 - 75°C; 5 - 7 h;
参考文献
US2005/124639 A1, ;
Page/Page column 8-9; 10 ;
反应条件
1: N-[5-[(diphenylphosphinoyl)-methyl]-4-(4-fluorophenyl)-6-isopropyl-pyrimidindin-2-yl]-N-methyl-methanesulfonamide With sodium hexamethyldisilazane in tetrahydrofuran T=-76 - -74°C; 1.16667 h; 2: tert-butyl 3,5-dideoxy-2,4-O-(1-methylethylidene)-L-erythro-hexuronate in toluene T=-76 - 10°C; 2.08333 h;
参考文献
US2004/49036 A1, ;
Page 3 ;
反应条件
1: dimethyl [4-(4-fluorophenyl)-6-isopropyl-2-[methyl (methylsulfonyl) amino]pyrimidine-5-ylmethyl]phosphonate With sodium hexamethyldisilazane in tetrahydrofuran T=-78°C; 0.333333 h; Inert atmosphere; 2: tert-butyl 3,5-dideoxy-2,4-O-(1-methylethylidene)-L-erythro-hexuronate in tetrahydrofuran T=-35 - 0°C; 21 h; Product distribution / selectivity;
参考文献
EP2351762 A1, ;
Page/Page column 11 ;
反应条件
sodium methylate in tetrahydrofuran T=-15 - 10°C; Reagent/catalystTime;
参考文献
US2013/150579 A1, ;
Paragraph 0067 ;
反应条件
caesium carbonate in dimethyl sulfoxide T=25 - 35°C; 3 h; Product distribution / selectivity;
参考文献
WO2007/125547 A2, ;
Page/Page column 55; 69 ;
反应条件
1: 95 percent / KF / propan-2-ol / 5 h / 20 °C 2: 4-dimethylaminopyridine / diethyl ether / 1 h / 20 °C 3: 92 percent / NaBH4 / ethanol / 1 h / 20 °C 4: 0.3 g / H2 / 10 percent Pd/C / methanol / 2 h / 20 °C View Scheme
参考文献
Radl, Stanislav
Synthetic Communications, 2003 , vol. 33, # 13 p. 2275 - 2283
反应条件
sodium tetrahydroborate in methanol T=0°C; 2 h;
参考文献
Bulletin of the Chemical Society of Japan, , vol. 68, # 1 p. 364 - 372