(S)-3-甲基-2-(n-((2-(1-三苯甲游基-1H-四唑-5-基)-[1,1-联苯]-4-基)甲基)戊酰胺)丁酸甲酯合成路线 （共 10 条）
反应条件
1: With hydrogenchloride; isopropyl alcohol T=0 - 30°C; 5 h; 2: With sodium carbonate in water; ethyl acetate T=20 - 30°C; 3: With acetic acid in water T=20 - 30°C; pH=4 - 8.3;
参考文献
AUROBINDO PHARMA LIMITED
Patent: WO2008/4110 A2, 2008 ;
Location in patent: Page/Page column 10-11 ;
反应条件
1: With methanol; potassium hydroxide 4 h; Heating / reflux; 2: With water 5 h; Heating / reflux;
参考文献
KRKA, D.D., Novo Mesto
Patent: EP1661891 A1, 2006 ;
Location in patent: Page/Page column 13 ;
反应条件
pyridine in tetrahydrofuran
1.5 h; X-irradiation;
参考文献
KRKA, D.D., Novo Mesto
Patent: EP1661891 A1, 2006 ;
Location in patent: Page/Page column 13 ;
反应条件
potassium phosphate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride in tetrahydrofuran
96 h; Heating / reflux; Product distribution / selectivity;
参考文献
ENANTIA, S. L.
Patent: WO2006/67216 A2, 2006 ;
Location in patent: Page/Page column 22 ;
WO 2006/067216 A2
反应条件
1: N-[[2'-(1-triphenylmethyltetrazol-5-yl)biphenyl-4-yl]methyl]valine methyl ester oxalate With sodium hydrogencarbonate in water; toluene
T=20 - 30°C;
2: n-valeryl chloride With N-ethyl-N,N-diisopropylamine in toluene
T=0 - 10°C; 3 h;
参考文献
AUROBINDO PHARMA LIMITED
Patent: WO2008/4110 A2, 2008 ;
Location in patent: Page/Page column 10 ;
反应条件
1: With triphenylphosphine; palladium diacetate in tetrahydrofuran; ethylene glycol dimethyl ether
T=20°C; 0.5 h;
2: 2-(N-triphenylmethyl-tetrazol-5-yl)-phenylboronic acid in tetrahydrofuran; ethylene glycol dimethyl ether
T=20°C; 0.166667 h;
3: methyl N-(4-bromobenzyl)-N-pentanoyl-L-valinate With water; potassium carbonate
Product distribution / selectivity; more than 3 stages;
参考文献
TEVA PHARMACEUTICAL INDUSTRIES LTD.; TEVA PHARMACEUTICALS USA, INC.
Patent: WO2007/5967 A2, 2007 ;
Location in patent: Page/Page column 14 ;
反应条件
1: 5-phenyl-1-trityl-1H-tetrazole With n-butyllithium in tetrahydrofuran; hexane
T=25°C; Negishi coupling reaction; 1 h; Inert atmosphere;
2: With zinc(II) chloride in tetrahydrofuran; hexane
T=-20°C; Negishi coupling reaction; 0.5 h; Inert atmosphere;
3: methyl N-(4-bromobenzyl)-N-pentanoyl-L-valinate With (1,2,3,4,5-pentaphenylferrocen-1'-yl)-di-tert-butylphosphine; palladium diacetate in tetrahydrofuran; hexane
T=25 - 75°C; Negishi coupling reaction; 2 h; Inert atmosphere;
参考文献
Ghosh, Samir; Kumar, A. Sanjeev; Mehta, G. N.
Beilstein Journal of Organic Chemistry, 2010 , vol. 6, art. no. 27
反应条件
potassium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride in water; ethyl acetate; N,N-dimethyl-formamide; toluene
T=85°C; 48.1666 h; Product distribution / selectivity;
参考文献
ENANTIA, S. L.
Patent: WO2006/67216 A2, 2006 ;
Location in patent: Page/Page column 23-24 ;
WO 2006/067216 A2
反应条件
1: N-[[2'-(1-triphenylmethyltetrazol-5-yl)biphenyl-4-yl]methyl]valine methyl ester oxalate With sodium carbonate in water; toluene
T=20 - 30°C;
2: n-valeryl chloride With N-ethyl-N,N-diisopropylamine in toluene
T=0 - 10°C;
参考文献
Kumar N, Senthil; Reddy, Shankar B.; Sinha, Brajesh Kumar; Mukkanti, Kagga; Dandala, Ramesh
Organic Process Research and Development, 2009 , vol. 13, # 6 p. 1185 - 1189
反应条件
potassium phosphate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride in tetrahydrofuran
48 h; Heating / reflux; Product distribution / selectivity;
参考文献
ENANTIA, S. L.
Patent: WO2006/67216 A2, 2006 ;
Location in patent: Page/Page column 25-26 ;
WO 2006/067216 A2
