六氢-呋喃并[2,3-b]呋喃-3-醇合成路线 (共 13 条)
反应条件
1: With sodium tetrahydroborate; ethanol T=15 - 60°C; 8 h; Inert atmosphere; 2: With hydrogenchloride in dichloromethane; water T=-10 - 0°C; 3 h;
参考文献
Mylan Laboratories Ltd.; Vellenki, Siva Rama Prasad; Sahu, Arabinda; Shimpi, Nitin Ashok; Ponnuru, Anil; Kothari, Satish Babu
Patent: US2013/244297 A1, 2013 ;
Location in patent: Paragraph 0102 ;
反应条件
1: With lithium borohydride in tetrahydrofuran T=65 - 70°C; 10 h; Inert atmosphere; 2: With hydrogenchloride in tetrahydrofuran; water T=-10 - 0°C; 2 h;
参考文献
Mylan Laboratories Ltd.; Vellenki, Siva Rama Prasad; Sahu, Arabinda; Shimpi, Nitin Ashok; Ponnuru, Anil; Kothari, Satish Babu
Patent: US2013/244297 A1, 2013 ;
Location in patent: Paragraph 0100-0101 ;
反应条件
1: With hydrogen; triethylamine; 5 palladium over charcoal in tetrahydrofuran; water 20 h; 2: in tetrahydrofuran 0.5 h;
参考文献
SMITHKLINE BEECHAM CORPORATION
Patent: WO2004/2975 A1, 2004 ;
Location in patent: Page 29 ;
WO 2004/002975 A1
反应条件
toluene-4-sulfonic acid in methanol 0.333333 h;
参考文献
SMITHKLINE BEECHAM CORPORATION
Patent: WO2004/2975 A1, 2004 ;
Location in patent: Page 31 ;
WO 2004/002975 A1
反应条件
methanol; sodium tetrahydroborate T=-5 - 0°C; 2 h;
参考文献
MATRIX LABORATORIES LTD; VELLENKI, Siva Rama Prasad; SAHU, Arabinda; SHIMPI, Nitin Ashok; PONNURU, Anil Kumar; KOTHARI, Satish Babu
Patent: WO2012/70057 A1, 2012 ;
Location in patent: Page/Page column 19-20 ;
反应条件
1.1: dichloromethane / 12 h / 40 - 50 °C 2.1: ethanol; sodium tetrahydroborate / 8 h / 15 - 60 °C / Inert atmosphere 2.2: 3 h / -10 - 0 °C View Scheme
参考文献
MATRIX LABORATORIES LTD; VELLENKI, Siva Rama Prasad; SAHU, Arabinda; SHIMPI, Nitin Ashok; PONNURU, Anil Kumar; KOTHARI, Satish Babu
Patent: WO2012/70057 A1, 2012 ;
反应条件
1.1: triethylamine; hydrogen / 5 palladium on charcoal / ethanol / 8 h 2.1: lithium borohydride / tetrahydrofuran / 10 h / 65 - 70 °C / Inert atmosphere 2.2: 2 h / -10 - 0 °C View Scheme
参考文献
Mylan Laboratories Ltd.; Vellenki, Siva Rama Prasad; Sahu, Arabinda; Shimpi, Nitin Ashok; Ponnuru, Anil; Kothari, Satish Babu
Patent: US2013/244297 A1, 2013 ;
反应条件
1.1: water; sodium sulfite / dichloromethane 2.1: ethanol; sodium tetrahydroborate / 8 h / 15 - 60 °C / Inert atmosphere 2.2: 3 h / -10 - 0 °C View Scheme
参考文献
Mylan Laboratories Ltd.; Vellenki, Siva Rama Prasad; Sahu, Arabinda; Shimpi, Nitin Ashok; Ponnuru, Anil; Kothari, Satish Babu
Patent: US2013/244297 A1, 2013 ;
反应条件
1: vinyl acetate; (3aS,6aR)-hexahydrofuro[2,3-b]furan-3-ol in dichloromethane; tert-butyl methyl ether T=20°C; 5 h; Resolution of racemateLarge scale reactionEnzymatic reaction; 2: N,N'-disuccinimidyl-carbonate With triethylamine in acetonitrile T=20°C; 24 h; enantioselective reaction;
参考文献
Khmelnitsky, Yuri L.; Michels, Peter C.; Cotterill, Ian C.; Eissenstat, Michael; Sunku, Venkataiah; Veeramaneni, Venugopal R.; Cittineni, Hariprasad; Kotha, Gopal R.; Talasani, Shyamsunder R.; Ramanathan, Krishna K.; Chitineni, Vakula K.; Venepalli, Bhaskar R.
Organic Process Research and Development, 2011 , vol. 15, # 1 p. 279 - 283
反应条件
1: triethylamine / N,N-dimethylaminopyridine 2: sodium hydrogencarbonate; water; sodium dihydrogen phosphate dihydrate; CAL-B enzyme / 40 - 45 °C / Enzymatic reaction 3: potassium carbonate; methanol / 25 - 35 °C View Scheme