5-((四氢吡喃-2-基)氧基)-1-溴戊烷合成路线 （共 41 条）
反应条件
in dimethyl sulfoxide
参考文献
Morimoto, Yoshiki; Kitao, Satoru; Okita, Tatsuya; Shoji, Takamasa
Organic Letters, 2003 , vol. 5, # 15 p. 2611 - 2614
参考文献
Ishmuratov; Ishmuratova; Odinokov; Tolstikov
Chemistry of Natural Compounds, 1997 , vol. 33, # 1 p. 25 - 30
反应条件
in ammonia; N,N-dimethyl-formamide
Yield given;
参考文献
Tomida, Ichiro; Umeda, Ichiro; Kudo, Ikuko; Kayahara, Hiroshi
Agricultural and Biological Chemistry, 1986 , vol. 50, # 8 p. 2143 - 2146
反应条件
2: 85 percent / pyridine / 3 h / Ambient temperature
View Scheme
参考文献
Chattopadhyay, A.; Mamdapur, V. R.; Chadha, M. S.
Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1983 , vol. 22, # 12 p. 1221 - 1223
反应条件
1: 88 percent / KO-tBu, n-BuLi / hexane; diethyl ether / -78 deg C up to RT for 36 h
2: 1.) ICl; 2.) aq. KF / 1.) CCl4, 15 min; 2.) DMSO, RT, 4 h
3: 82 percent / (Ph3P)4Pd / tetrahydrofuran / Ambient temperature
4: 82 percent / HOAc / 6 h / 60 °C
View Scheme
参考文献
Chan, T. H.; Koumaglo, K.
Journal of Organometallic Chemistry, 1985 , vol. 285, p. 109 - 120
反应条件
1: 1.) LiNH2 / 1.) NH3 liq., 3 h, 2.) ether, 12 h
2: 85 percent / H2, Ni(OCOCH3)2*4H2O, NaBH4, ethylenediamine / ethanol
3: 85 percent / pyridinium chlorochromate / CH2Cl2 / 3 h / Ambient temperature
View Scheme
参考文献
Rastegaeva, V. M.; Kovalev, B. G.; Kurts, A. L.; Bundel, Yu. G.
Journal of Organic Chemistry USSR (English Translation), 1989 , vol. 25, # 101 p. 1866 - 1872
Zhurnal Organicheskoi Khimii, 1989 , vol. 25, # 10 p. 2066 - 2073
反应条件
1: dimethylformamide; liquid ammonia
2: BuLi
3: H(1+)
4: lithium aluminium hydride / bis-(2-methoxy-ethyl) ether
View Scheme
参考文献
Bestmann; Gunawardena
Synthesis, 1992 , # 12 p. 1239 - 1241
反应条件
Yield given. Multistep reaction;
参考文献
Bestmann; Zeibig; Vostrowsky
Synthesis, 1990 , # 11 p. 1039 - 1047
反应条件
sodium hydride in N,N-dimethyl-formamide
T=0°C; 3 h;
参考文献
Nakamura, Tsuyoshi; Yonesu, Kiyoaki; Mizuno, Yumiko; Suzuki, Chie; Sakata, Yuki; Takuwa, Yoh; Nara, Futoshi; Satoh, Susumu
Bioorganic and Medicinal Chemistry, 2007 , vol. 15, # 10 p. 3548 - 3564
反应条件
1: 1.) Li, FeCl3, liq. NH3 / 1.) -35 deg C, 75 min, 2.) THF, DMSO, -35 deg C, 4 h
2: 1.) EtMgBr, 2.) CuI
3: Ph3P, Br2 / CCl4 / 3 h
4: 67 percent / NaOEt / ethanol / 6 h / Heating
5: O3 / cyclohexane; acetic acid / 5 °C
6: aq. H2CrO4 / acetone / 1.) 0 deg C, 0.5 h, 2.) 20 deg C, 4 h
7: LiCl, H2O / dimethylformamide / 0.5 h / 170 °C
8: 85 percent / NaBH4 / ethanol / 0.17 h
View Scheme
参考文献
Odinokov, V. N.; Ishmuratov, G. Yu.; Botsman, L. P.; Vakhidov, R. R.; Ladenkova, I. M.; et al.
Chemistry of Natural Compounds, 1992 , vol. 28, # 3/4 p. 369 - 374
Khimiya Prirodnykh Soedinenii, 1992 , # 3,4 p. 423 - 429
