(S)-(+)-3-(2,2-二甲基-1,3-二噁戊环-4-基)-反-2-丙烯酸甲酯合成路线 （共 21 条）
反应条件
1: Dowex 50W (H+) / water; 1,4-dioxane / 12 h / 50 °C 2: sodium hydroxide / isopropyl alcohol / 12 h / 20 °C 3: pyridine; 2,4,6-trichlorobenzoyl chloride / dichloromethane / 2 h / 0 °C View Scheme
参考文献
Ono, Machiko; Kato, Keisuke; Akita, Hiroyuki
Chemical and Pharmaceutical Bulletin, 2013 , vol. 61, # 4 p. 464 - 470
反应条件
in methanol
T=0°C; Condensation; Wittig reaction; 1 h;
参考文献
Martin, Barbara K. D.; Mann, John; Sageot, Olivia A.
Journal of the Chemical Society - Perkin Transactions 1, 1999 , # 17 p. 2455 - 2460
反应条件
1: (R)-(+)-2,2-dimethyl-1,3-dioxolane-4-carboxaldehyde With sodium periodate; sodium hydrogencarbonate in water
T=0 - 20°C; 2.66667 h; Inert atmosphere;
2: dimethyl methylphosphonoacetate With potassium carbonate in water
T=0 - 20°C; Horner-Wadsworth-Emmons olefination; 12.1667 h; Inert atmosphere;
参考文献
Spangenberg, Thomas; Schoenfelder, Angele; Breit, Bernhard; Mann, Andre
European Journal of Organic Chemistry, 2010 , # 31 p. 6005 - 6018
反应条件
sodium hydride in ethylene glycol dimethyl ether
T=22°C; 1 h;
参考文献
Mulzer, Johann; Kappert, Michael
Angewandte Chemie, 1983 , vol. 95, # 1 p. 60
反应条件
piperidine in pyridine
Ambient temperature;
参考文献
Herrera, Lopez F. J.; Gonzalez, Pino M. S.
Tetrahedron, 1986 , vol. 42, # 21 p. 6033 - 6038
反应条件
1: 98 percent / NaIO4; NaHCO3 / CH2Cl2 / 1.5 h / 20 °C
2: methanol / 20 h / -10 °C
View Scheme
参考文献
Sugisaki, Claudia H.; Ruland, Yvan; Baltas, Michel
European Journal of Organic Chemistry, 2003 , # 4 p. 672 - 688
反应条件
potassium carbonate in water; ethyl acetate
T=20°C; Wittig Reaction; 12 h; Product distribution / selectivity;
参考文献
DAISO CO., LTD.
Patent: EP1669353 A1, 2006 ;
Location in patent: Page/Page column 5 ;
反应条件
sulfuric acid in methanol
0.5 h; Ambient temperature;
参考文献
Haefele, Brigitte; Jaeger, Volker
Liebigs Annalen der Chemie, 1987 , p. 85 - 88
反应条件
1: (+)-1,2:5,6-di-O-isopropylidene-D-mannitol With sodium periodate in methanol; water
T=20°C; 1 h;
2: dimethyl methoxycarbonylmethanephosphonate With potassium carbonate
T=0 - 20°C;
参考文献
Domingos, Jorge L. De O.; Vilela, Guilherme V. M. De A.; Costa, Paulo R. R.; Dias, Ayres G.
Synthetic Communications, 2004 , vol. 34, # 4 p. 589 - 598
反应条件
potassium tert-butylate
1.) THF, 0 deg c, 40 min, 2.) THF, -78 deg C, 40 min; Yield given. Multistep reaction;
参考文献
Trost,B.M.; Lynch,J.; Renaut,P.
Journal of the American Chemical Society, 1986 , vol. 108, p. 284
