(R)-2-(羟基甲基)-1,4-苯并二噁烷合成路线 (共 33 条)
反应条件
lithium aluminium tetrahydride in tetrahydrofuran T=20°C; Inert atmosphere;
参考文献
Rouf, Abdul; Gupta, Pankaj; Aga, Mushtaq A.; Kumar, Brijesh; Chaubey, Asha; Parshad, Rajinder; Taneja, Subhash C.
Tetrahedron Asymmetry, 2012 , vol. 23, # 22-23 p. 1615 - 1623
反应条件
2-(di-t-butylphosphino)-1,1'-binaphthyl; palladium diacetate; potassium phosphate in toluene T=70°C; 72 h;
参考文献
Kuwabe; Torraca; Buchwald
Journal of the American Chemical Society, 2001 , vol. 123, # 49 p. 12202 - 12206
反应条件
1: With pyridine in acetone T=40°C; 48 h; 2: With sodium hydroxide in methanol; water T=0°C; 4 h; Product distribution / selectivity;
参考文献
AHN-GOOK PHARMACEUTICAL CO., LTD.; RSTECH CORPORATION
Patent: WO2008/16199 A1, 2008 ;
Location in patent: Page/Page column 9 ;
反应条件
hydrogen; palladium on activated charcoal
参考文献
Farmaco, Edizione Scientifica, , vol. 43, # 12 SUPPL. p. 1153 - 1163
反应条件
sodium hydroxide in methanol; water Heating;
参考文献
Delgado, Antonio; Leclerc, Gerard; Lobato, Cinta; Mauleon, David
Tetrahedron Letters, 1988 , vol. 29, # 30 p. 3671 - 3674
反应条件
potassium hydroxide in methanol 1 h; Heating;
参考文献
Mauleon, David; Lobato, Cinta; Carganico, Germano
Journal of Heterocyclic Chemistry, 1994 , vol. 31, # 1 p. 57 - 60
反应条件
1.1: cesium fluoride / dimethylformamide / 1 h / 20 °C 1.2: 76 percent / dimethylformamide / 96 h / 80 °C 2.1: 72 percent / Pd(OAc)2; di-tert-butyl-[2-(1,1'-binaphthyl)]phosphine; K3PO4 / toluene / 72 h / 70 °C View Scheme
参考文献
Journal of the American Chemical Society, , vol. 123, # 49 p. 12202 - 12206
反应条件
1: 1.) AlCl3, 2.) 28percent NH4OH / 1.) CS2, 0 deg C, 2.) EtOH 2: 57 percent / HCl / Heating 3: 1.) MCPBA, 2.) 10 N KOH / 1.) CH2Cl2, reflux, 18 h 4: 1.) KOH, 2.) HCl 5: 80 percent / EDCl, DMAP / CH2Cl2 6: BBr3 / CH2Cl2 / Ambient temperature 7: 1.) APTS, 2.) Et3N / 1.) reflux 8: 1.) H2, 2.) LiAlH4 / 1.) Pd/C / 1.) MeOH, 2.) Et2O, reflux View Scheme
参考文献
Tetrahedron Asymmetry, , vol. 5, # 4 p. 535 - 536
反应条件
potassium carbonate in N,N-dimethyl-formamide T=60°C; 27 h;
参考文献
Tetrahedron Letters, , vol. 29, # 30 p. 3671 - 3674
反应条件
1: 78.2 percent / K2CO3 / butan-2-one / 16 h / Heating 2: 83.4 percent / diisobutyl aluminum hydride / diethyl ether; hexane / -20 °C 3: 1.) Ti(i-PrO)4, (+)-diethyl tartrate, 2.) tert-butyl hydroperoxide / 1.) CH2Cl2, -20 deg C, 2.) CH2Cl2, -20 deg C, overnight 4: 88 percent / pyridine / 16 h / 5 °C 5: H2 / 10percent Pd/C / methanol / 6 h / 2585.7 Torr 6: 10percent aq. KOH / methanol / 0.5 h / Ambient temperature 7: 2 h / Heating 8: 1.) NaIO4, 2.) NaBH4 / 1.) ethanol, water, 10 min, 2.) ethanol, water, 10 min View Scheme
参考文献
Heterocycles, , vol. 23, # 8 p. 2005 - 2012