2-(2-溴乙氧基)四氢-2H-吡喃合成路线 （共 25 条）
反应条件
dilithium tetrachlorocuprate in tetrahydrofuran
T=-10°C;
参考文献
Sharma, M. L.; Verma, Sadhana; Chand, Tek
Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1995 , vol. 34, # 12 p. 1030 - 1034
反应条件
Yield given. Multistep reaction;
参考文献
Narasimhan; Ganeshwar Prasad; Madhavan
Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1996 , vol. 35, # 2 p. 99 - 101
反应条件
1: 1.) liq. NH3, Fe(NO3)3, Li / 1.) THF, 1 h, 2.) THF, 2 h
2: 77 percent / triethylamine / CH2Cl2 / 2 h
3: 1.) Mg, 2.) Li2CuCl4 / 1.) THF, -10 deg, 30 min, 2.) THF, -10 deg C, 3 h
View Scheme
参考文献
Trehan, I R; Kad, G L; Singh, Vasundhara; Vig, Rakesh
Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1991 , vol. 30, # 6 p. 563 - 566
反应条件
n-butyllithium
1.) THF-HMPA-hexane, 0 deg C, 30 min, 2.) 25 deg C, 20 h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
参考文献
Vinczer, Peter; Baan, Gabor; Juvancz, Zoltan; Novak, Lajos; Szantay, Csaba
Synthetic Communications, 1985 , vol. 15, # 14 p. 1257 - 1270
反应条件
1: 3,6-dioxa-4-lt;(allyloxy)methylgt;-1,8-octanediol With sodium hydride in DMF (N,N-dimethyl-formamide)
1.5 h;
2: 2-(2-bromoethoxy)-2H-tetrahydropyran in DMF (N,N-dimethyl-formamide)
48 h; Heating / reflux;
3: With hydrogenchloride in methanol; dichloromethane
48 h;
参考文献
IBC Advanced Technologies, Inc.
Patent: US6686479 B2, 2004 ;
Location in patent: Page column 11; 12 ;
反应条件
sodium azide; tetra-(n-butyl)ammonium iodide in N,N-dimethyl-formamide
T=20°C; 18 h;
参考文献
Leo Pharma A/S
Patent: US2006/128766 A1, 2006 ;
Location in patent: Page/Page column 28 ;
反应条件
caesium carbonate in acetonitrile
T=20°C; 18 h; Inert atmosphere;
参考文献
ELI LILLY AND COMPANY; CHEN, Daohong; LI, Hong-Yu; ZHAO, Genshi
Patent: WO2010/129509 A1, 2010 ;
Location in patent: Page/Page column 5 ;
WO 2010/129509 A1
反应条件
1: 4-Iodopyrazole With caesium carbonate in N,N-dimethyl-formamide
T=23°C; 0.0833333 h;
2: 2-(2-bromoethoxy)-2H-tetrahydropyran in N,N-dimethyl-formamide
T=70°C; 16 h;
参考文献
PFIZER INC.
Patent: US2007/265272 A1, 2007 ;
Location in patent: Page/Page column 37; 38-39 ;
反应条件
in tetrahydrofuran; N,N,N',N',N'',N''-hexamethylphosphoric triamide
T=0 - 25°C; 3 h;
参考文献
Stefani, Helio A.; Cardoso, Lincoln D. G.; Valduga, Claudete J.; Zeni, Gilson
Phosphorus, Sulfur and Silicon and Related Elements, 2001 , vol. 171-172, p. 167 - 172
反应条件
1: 1.) liq. NH3, Fe(NO3)3, Li / 1.) THF, 1 h, 2.) THF, 2 h
2: 77 percent / triethylamine / CH2Cl2 / 2 h
View Scheme
参考文献
Trehan, I R; Kad, G L; Singh, Vasundhara; Vig, Rakesh
Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1991 , vol. 30, # 6 p. 563 - 566
