(3aR,4R,5R,6aS)-六氢-2-氧代-4-[(1E)-3-氧代-4-[3-(三氟甲基)苯氧基]-1-丁烯-1-基]-2H-环戊并[b]呋喃-5-基 [1,1’-联苯]-4-甲酸酯合成路线 （共 6 条）
反应条件
1: lithium triethylborohydride / tetrahydrofuran / 0.5 h 2: potassium carbonate / methanol; tetrahydrofuran / 2.5 h View Scheme
参考文献
LUPIN LIMITED; KAMMILI, Venkata, Rambabu; SMART, Anurag, Anil; SIYAN, Rajinder, Singh; BHISE, Nandu, Baban; SINGH, Girij, Pal
Patent: WO2013/164729 A1, 2013 ;
反应条件
1: dimethyl [3-(3-(trifluoromethyl)phenoxy)-2-oxopropyl]phosphonate With potassium tert-butylate in tetrahydrofuran
T=0 - 5°C;
2: With zinc(II) chloride in tetrahydrofuran
T=15 - 20°C; 1 h;
3: (1S,5R,6R,7R)-6-formyl-7-lt;(4-phenylbenzoyl)oxygt;-2-oxabicyclolt;3.3.0gt;octan-3-one in tetrahydrofuran; dichloromethane
T=5 - 10°C;
参考文献
LUPIN LIMITED; KAMMILI, Venkata, Rambabu; SMART, Anurag, Anil; SIYAN, Rajinder, Singh; BHISE, Nandu, Baban; SINGH, Girij, Pal
Patent: WO2013/164729 A1, 2013 ;
Location in patent: Page/Page column 27 ;
反应条件
1: dimethyl [3-(3-(trifluoromethyl)phenoxy)-2-oxopropyl]phosphonate With sodium hydride in dichloromethane
T=0°C; 1 h;
2: (3aR,4R,6aS)-4-formyl-2-oxohexahydro-2H-cyclopenta[b]furan-5-yl biphenyl-4-carboxylate in dichloromethane
T=0 - 5°C;
参考文献
BIOCON LIMITED; ASWATHANARAYANAPPA, Chandrashekar; SRINIVAS, Pullela, Venkata; KANGATH, Divya; SOUNDARARAJAN, Thilak, Gregory; PRASAD, Anegondi, Sreenivasa; RAGHAVENDRAN, Suriyan, Masinaickenpatty
Patent: WO2011/55377 A1, 2011 ;
Location in patent: Page/Page column 27; 37-38 ;
反应条件
1: trichloroisocyanuric acid; potassium acetate; 2,2,6,6-tetramethyl-1-piperidinyloxy, free radical / dichloromethane / 1.09 h / -5 - 17 °C
2: triethylamine; lithium chloride / tetrahydrofuran / 15.5 h / -10 - -5 °C
View Scheme
参考文献
CAYMAN CHEMICAL COMPANY; CHAMBOURNIER, Gilles; KORNILOV, Andriy; MAHMOUD, Hussein, M.; VESELY, Ivan; BARRETT, Stephen, Douglas
Patent: WO2011/46569 A1, 2011 ;
反应条件
1.1: potassium carbonate / acetone / 15 h / Reflux
2.1: n-butyllithium / tert-butyl methyl ether; hexanes / 4 h / -75 - -65 °C / Inert atmosphere
2.2: 21 h / -70 - 20 °C / Inert atmosphere
2.3: 0 - 25 °C
3.1: triethylamine; lithium chloride / tetrahydrofuran / 15.5 h / -10 - -5 °C
View Scheme
参考文献
CAYMAN CHEMICAL COMPANY; CHAMBOURNIER, Gilles; KORNILOV, Andriy; MAHMOUD, Hussein, M.; VESELY, Ivan; BARRETT, Stephen, Douglas
Patent: WO2011/46569 A1, 2011 ;
反应条件
1.1: n-butyllithium / tert-butyl methyl ether; hexanes / 4 h / -75 - -65 °C / Inert atmosphere
1.2: 21 h / -70 - 20 °C / Inert atmosphere
1.3: 0 - 25 °C
2.1: triethylamine; lithium chloride / tetrahydrofuran / 15.5 h / -10 - -5 °C
View Scheme
参考文献
CAYMAN CHEMICAL COMPANY; CHAMBOURNIER, Gilles; KORNILOV, Andriy; MAHMOUD, Hussein, M.; VESELY, Ivan; BARRETT, Stephen, Douglas
Patent: WO2011/46569 A1, 2011 ;
