(氰基-苯基-甲基)-氨基甲酸叔丁酯合成路线 (共 10 条)
反应条件
triethylamine in N,N-dimethyl-formamide T=55°C; 12 h;
参考文献
GENENTECH, INC.
Patent: WO2008/79719 A1, 2008 ;
Location in patent: Page/Page column 43-44 ;
WO 2008/079719 A1
反应条件
1: benzaldehyde N-boc imine With C40H26Br2N2O2; diethylaluminium chloride; triethylamine in hexane; dichloromethane; toluene
0.0833333 h; Inert atmosphere;
2: [(Cyanocarbonyl)oxy]ethane in isopropyl alcohol
T=20°C; Strecker synthesis; 12 h; optical yield given as percent eeenantioselective reaction;
参考文献
Abell, Joshua P.; Yamamoto, Hisashi
Journal of the American Chemical Society, 2009 , vol. 131, # 42 p. 15118 - 15119
反应条件
NanoActive Plus magnesium oxide in tetrahydrofuran
T=20°C; Strecker reaction; 0.0333333 h;
参考文献
Kantam, M. Lakshmi; Mahendar, Koosam; Sreedhar, Bojja; Choudary
Tetrahedron, 2008 , vol. 64, # 15 p. 3351 - 3360
反应条件
TEA; trifluoroacetic anhydride in tetrahydrofuran
T=20°C; 14 h;
参考文献
Yan, Shunqi; Larson, Gary; Wu, Jim Z.; Appleby, Todd; Ding, Yili; Hamatake, Robert; Hong, Zhi; Yao, Nanhua
Bioorganic and Medicinal Chemistry Letters, 2007 , vol. 17, # 1 p. 63 - 67
反应条件
BiBr3 in dichloromethane
T=20°C; 3 h;
参考文献
Kadam, Santosh T.; Thirupathi, Ponnaboina; Kim, Sung Soo
Tetrahedron, 2010 , vol. 66, # 9 p. 1684 - 1688
反应条件
tetra(n-butyl)ammonium hydrogensulfate in dichloromethane; water
T=20°C; 3 h;
参考文献
Banphavichit, Vorawit; Chaleawlertumpon, Saowaluk; Bhanthumnavin, Worawan; Vilaivan, Tirayut
Synthetic Communications, 2004 , vol. 34, # 17 p. 3147 - 3160
反应条件
1: phenylacetonitrile With lithium hexamethyldisilazane in tetrahydrofuran; hexane
T=-78°C; 0.5 h;
2: oxaziridine-2,3,3-tricarboxylic acid 2-tert-butyl ester 3,3-diethyl ester in tetrahydrofuran; hexane
T=-78 - 20°C;
参考文献
Armstrong, Alan; Edmonds, Ian D.; Swarbrick, Martin E.; Treweeke, Nigel R.
Tetrahedron, 2005 , vol. 61, # 35 p. 8423 - 8442
反应条件
1.1: 67 percent / aq. NaOH / dioxane / 12 h / 20 °C
2.1: TEA / tetrahydrofuran / 0.5 h / -10 °C
2.2: 90 percent / NH3 / tetrahydrofuran / cooling
3.1: 100 percent / (CF3CO)2O; TEA / tetrahydrofuran / 14 h / 20 °C
View Scheme
参考文献
Yan, Shunqi; Larson, Gary; Wu, Jim Z.; Appleby, Todd; Ding, Yili; Hamatake, Robert; Hong, Zhi; Yao, Nanhua
Bioorganic and Medicinal Chemistry Letters, 2007 , vol. 17, # 1 p. 63 - 67
反应条件
1.1: TEA / tetrahydrofuran / 0.5 h / -10 °C
1.2: 90 percent / NH3 / tetrahydrofuran / cooling
2.1: 100 percent / (CF3CO)2O; TEA / tetrahydrofuran / 14 h / 20 °C
View Scheme
参考文献
Yan, Shunqi; Larson, Gary; Wu, Jim Z.; Appleby, Todd; Ding, Yili; Hamatake, Robert; Hong, Zhi; Yao, Nanhua
Bioorganic and Medicinal Chemistry Letters, 2007 , vol. 17, # 1 p. 63 - 67
反应条件
1.1: 67 percent / aq. NaOH / dioxane / 12 h / 20 °C
2.1: TEA / tetrahydrofuran / 0.5 h / -10 °C
2.2: 90 percent / NH3 / tetrahydrofuran / cooling
3.1: 100 percent / (CF3CO)2O; TEA / tetrahydrofuran / 14 h / 20 °C
View Scheme
参考文献
Yan, Shunqi; Larson, Gary; Wu, Jim Z.; Appleby, Todd; Ding, Yili; Hamatake, Robert; Hong, Zhi; Yao, Nanhua
Bioorganic and Medicinal Chemistry Letters, 2007 , vol. 17, # 1 p. 63 - 67