(1R)-N-((1R)-1-苯基乙基)-1-[4-(叔-丁基二甲基硅烷基氧基甲基)环己基]乙烷-1-胺合成路线 (共 9 条)
反应条件
1: HCO2NH4; Pd/C / methanol / Heating 2: aq. NaHCO3; Na2CO3 / 1,2-dimethoxy-ethane 3: TBAF / tetrahydrofuran / 0 °C 4: TEMPO; NaClO2; NaOCl / aq. phosphate buffer / acetonitrile / 35 °C 5: TBTU; DIEA / dimethylformamide / 20 °C View Scheme
参考文献
Gingras, Karine; Avedissian, Hovsep; Thouin, Eryk; Boulanger, Veronique; Essagian, Charles; McKerracher, Lisa; Lubell, William D.
Bioorganic and Medicinal Chemistry Letters, 2004 , vol. 14, # 19 p. 4931 - 4934
反应条件
1: methylmagnesium bromide With copper(l) iodide in tetrahydrofuran; diethyl ether
T=-30°C; 0.166667 h;
2: With boron trifluoride diethyl etherate in tetrahydrofuran; diethyl ether
T=-65°C; 0.0833333 h;
3: (R)-N-[(4'-tert-butyldimethylsilyloxymethyl-cyclohexyl)methylidene]-1-phenylethanamine With ammonia; ammonium chloride
more than 3 stages;
参考文献
MCKERRACHER, Lisa; THOUIN, Eryk; LUBELL, William, D.
Patent: WO2004/22541 A1, 2004 ;
Location in patent: Page 82; 83 ;
WO 2004/022541 A1
反应条件
1: 61 percent / Et3N; DMAP
2: 80 percent / PCC / CH2Cl2
3: MgSO4 / CH2Cl2
4: CuI; BF3*Et2O / tetrahydrofuran / -65 - -30 °C
View Scheme
参考文献
Gingras, Karine; Avedissian, Hovsep; Thouin, Eryk; Boulanger, Veronique; Essagian, Charles; McKerracher, Lisa; Lubell, William D.
Bioorganic and Medicinal Chemistry Letters, 2004 , vol. 14, # 19 p. 4931 - 4934
反应条件
1: MgSO4 / CH2Cl2
2: CuI; BF3*Et2O / tetrahydrofuran / -65 - -30 °C
View Scheme
参考文献
Gingras, Karine; Avedissian, Hovsep; Thouin, Eryk; Boulanger, Veronique; Essagian, Charles; McKerracher, Lisa; Lubell, William D.
Bioorganic and Medicinal Chemistry Letters, 2004 , vol. 14, # 19 p. 4931 - 4934
反应条件
1: 61 percent / Et3N; DMAP
2: 80 percent / PCC / CH2Cl2
3: MgSO4 / CH2Cl2
4: CuI; BF3*Et2O / tetrahydrofuran / -65 - -30 °C
View Scheme
参考文献
Gingras, Karine; Avedissian, Hovsep; Thouin, Eryk; Boulanger, Veronique; Essagian, Charles; McKerracher, Lisa; Lubell, William D.
Bioorganic and Medicinal Chemistry Letters, 2004 , vol. 14, # 19 p. 4931 - 4934
反应条件
1: 80 percent / PCC / CH2Cl2
2: MgSO4 / CH2Cl2
3: CuI; BF3*Et2O / tetrahydrofuran / -65 - -30 °C
View Scheme
参考文献
Gingras, Karine; Avedissian, Hovsep; Thouin, Eryk; Boulanger, Veronique; Essagian, Charles; McKerracher, Lisa; Lubell, William D.
Bioorganic and Medicinal Chemistry Letters, 2004 , vol. 14, # 19 p. 4931 - 4934
反应条件
1: MgSO4 / CH2Cl2
2: CuI; BF3*Et2O / tetrahydrofuran / -65 - -30 °C
View Scheme
参考文献
Gingras, Karine; Avedissian, Hovsep; Thouin, Eryk; Boulanger, Veronique; Essagian, Charles; McKerracher, Lisa; Lubell, William D.
Bioorganic and Medicinal Chemistry Letters, 2004 , vol. 14, # 19 p. 4931 - 4934
反应条件
palladium on activated charcoal; ammonium formate in methanol
Heating;
参考文献
Gingras, Karine; Avedissian, Hovsep; Thouin, Eryk; Boulanger, Veronique; Essagian, Charles; McKerracher, Lisa; Lubell, William D.
Bioorganic and Medicinal Chemistry Letters, 2004 , vol. 14, # 19 p. 4931 - 4934
反应条件
1: HCO2NH4; Pd/C / methanol / Heating
2: aq. NaHCO3; Na2CO3 / 1,2-dimethoxy-ethane
View Scheme
参考文献
Gingras, Karine; Avedissian, Hovsep; Thouin, Eryk; Boulanger, Veronique; Essagian, Charles; McKerracher, Lisa; Lubell, William D.
Bioorganic and Medicinal Chemistry Letters, 2004 , vol. 14, # 19 p. 4931 - 4934