(R)-(+)-2,2-二甲基-1,3-二氧戊环-4-甲醛合成路线 （共 94 条）
反应条件
1: With 1,1-dibromo ethane; methylsilyl chloride; zinc in tetrahydrofuran T=60°C; 0.5 h; Heating / reflux; 2: With hydrogenchloride; water in tetrahydrofuran; diethyl ether
参考文献
HANMI PHARM. CO., LTD.
Patent: WO2006/9353 A1, 2006 ;
Location in patent: Page/Page column 11-12 ;
反应条件
1: 20.0 g / K2CO3 / H2O / 20 h / 20 °C 2: hydrogen / Pd(OH)2/C / methanol / 2 h 3: 15.6 g / LAH / diethyl ether / 1 h / 0 °C View Scheme
参考文献
Sharma; Punna, Sreenivas; Krishna, Palakodety Radha; Chorghade, Mukund S.; Ley, Steven V.
Tetrahedron Asymmetry, 2005 , vol. 16, # 6 p. 1125 - 1133
反应条件
1: potassium carbonate / water / 0 - 20 °C 2: diisobutylaluminium hydride / dichloromethane / -78 °C 3: N-bromosuccinmide; triphenylphosphine / dichloromethane / 0 - 20 °C View Scheme
参考文献
Ellwood, Adam R.; Mortimer, Anne J. Price; Goodman, Jonathan M.; Porter, Michael J.
Organic and Biomolecular Chemistry, 2013 , vol. 11, # 43 p. 7530 - 7539
反应条件
in dichloromethane Ambient temperature; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
参考文献
Wulff, Gunther; Hansen, Achim
Carbohydrate Research, 1987 , vol. 164, p. 123 - 140
反应条件
potassium hydroxide; sodium hydrogensulfite 1.) MeOH, 15 min, 20 deg C, 2.) MeOH, 12 h, 20 deg C, further temperatures; Product distribution;
参考文献
Chemical and Pharmaceutical Bulletin, , vol. 37, # 12 p. 3294 - 3300
反应条件
in dichloromethane Ambient temperature; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
参考文献
Wulff, Gunther; Hansen, Achim
Carbohydrate Research, 1987 , vol. 164, p. 123 - 140
反应条件
Zr(OiPr)4·HOiPr; 1,1'-binaphthyl-2,2'-diol in toluene T=20°C; 1 h;
参考文献
Dumbre, Shrinivas; Derouaux, Adeline; Lescrinier, Eveline; Piette, Andre; Joris, Bernard; Terrak, Mohammed; Herdewijn, Piet
Journal of the American Chemical Society, 2012 , vol. 134, # 22 p. 9343 - 9351
反应条件
1: 63 percent 2: 68 percent / t-BuOOLi / tetrahydrofuran; hexane / 0.05 h / -55 - -35 °C 3: 31 percent / MgBr2*Et2O, Bu4NBH4 / CH2Cl2 / 48 h / Ambient temperature View Scheme
参考文献
Izquierdo, Isidoro; Plaza, Maria T.; Robles, Rafael; Rodriguez, Concepcion
Tetrahedron Asymmetry, 1996 , vol. 7, # 12 p. 3593 - 3604
反应条件
sodium tetrahydroborate 1.) 0 deg C, 30 min, 2.) overnight; Yield given. Multistep reaction;
参考文献
Bredikhin; Novikova; Bredikhina
Russian Journal of Organic Chemistry, 1997 , vol. 33, # 3 p. 378 - 380
反应条件
potassium hydroxide; potassium permanganate in water T=20 - 23°C; 1.5 h;
参考文献
Bogoslovskii, N. A.; Samokhvalova, N. G.; Isaeva, T. A.; Valashek, I. E.; Filippova, T. M.; Kharchevnikov, A. P.
Journal of Organic Chemistry USSR (English Translation), 1990 , vol. 26, # 11 p. 2070 - 2081
Zhurnal Organicheskoi Khimii, 1990 , vol. 26, # 11 p. 2398 - 2411
