(S)-2-叔丁氧基羰基氨基-3-萘-2-基-丙酸甲酯合成路线 (共 10 条)
反应条件
1: (S)-2-[N-(t-butoxycarbonyl)amino]-3-(naphth-2-yl)-propionic acid With benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine in tetrahydrofuran 0.333333 h; 2: methanol in tetrahydrofuran T=20°C;
参考文献
Conde-Frieboes, Kilian Waldemar; Ankersen, Michael; Sensfuss, Ulrich; Wulff, Birgitte Schjellerup; Thogersen, Henning; Lustenberger, Philipp; Rudolf, Klaus; Krist, Bernd; Muller, Stephan; Stenkamp, Dirk; Schindler, Marcus; Wieland, Heike; Arndt, Kirsten
Patent: US2007/185128 A1, 2007 ;
Location in patent: Page/Page column 27 ;
US 20070185128 A1
反应条件
(R)-methyl-BoPhoz; hydrogen; bis(cycloocta-1,5-diene)rhodium(I) trifluoromethanesulfonate in tetrahydrofuran T=25°C; P=517.148 Torr; 6 h;
参考文献
Boaz, Neil W.; Mackenzie, Elaine B.; Debenham, Sheryl D.; Large, Shannon E.; Ponasik Jr., James A.
Journal of Organic Chemistry, 2005 , vol. 70, # 5 p. 1872 - 1880
反应条件
benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine in tetrahydrofuran T=20°C; 0.5 h; magnetic stirrer;
参考文献
NOVO NORDISK A/S; BOEHRINGER INGELHEIM INTERNATIONAL GMBH
Patent: WO2004/48345 A2, 2004 ;
Location in patent: Page 51 ;
WO 2004/048345 A2
反应条件
1: N-[(1,1-dimethylethoxy)carbonyl]-3-iodo-L-alanine methyl ester With iodine; zinc in N,N-dimethyl-formamide T=20°C; Inert atmosphere; 2: 2-bromo-naphthalene With dicyclohexyl(2′,6′-dimethoxybiphenyl-2-yl)phosphine; tris-(dibenzylideneacetone)dipalladium(0) in N,N-dimethyl-formamide T=50°C; Negishi coupling; 3 h; Inert atmosphere;
参考文献
Ross, Andrew J.; Lang, Hannah L.; Jackson, Richard F. W.
Journal of Organic Chemistry, 2010 , vol. 75, # 1 p. 245 - 248
反应条件
2-methoxy-phenol; [Rh(cod)2][PF6]; (R)-1,1'-bis(diphenylphosphino)-2,2'-binapthyl in toluene T=110 - 115°C; 20 h; Title compound not separated from byproducts.;
参考文献
Navarre, Laure; Martinez, Remi; Genet, Jean-Pierre; Darses, Sylvain
Journal of the American Chemical Society, 2008 , vol. 130, # 19 p. 6159 - 6169
反应条件
N-ethyl-N,N-diisopropylamine in chloroform T=20°C; 12 h;
参考文献
Niida, Ayumu; Tanigaki, Hiroaki; Inokuchi, Eriko; Sasaki, Yoshikazu; Oishi, Shinya; Ohno, Hiroaki; Tamamura, Hirokazu; Wang, Zixuan; Peiper, Stephen C.; Kitaura, Kazuo; Otaka, Akira; Fujii, Nobutaka
Journal of Organic Chemistry, 2006 , vol. 71, # 10 p. 3942 - 3951
反应条件
sodium hydrogencarbonate in N,N-dimethyl-formamide T=20°C; 72 h;
参考文献
Nozawa, Dai; Okubo, Taketoshi; Chaki, Shigeyuki; Okuyama, Shigeru; Nakazato, Atsuro
Chemical and Pharmaceutical Bulletin, 2007 , vol. 55, # 8 p. 1232 - 1239
反应条件
1: SOCl2 / 3 h / Heating 2: 16.5 g / iPr2NEt / CHCl3 / 12 h / 20 °C View Scheme
参考文献
Niida, Ayumu; Tanigaki, Hiroaki; Inokuchi, Eriko; Sasaki, Yoshikazu; Oishi, Shinya; Ohno, Hiroaki; Tamamura, Hirokazu; Wang, Zixuan; Peiper, Stephen C.; Kitaura, Kazuo; Otaka, Akira; Fujii, Nobutaka
Journal of Organic Chemistry, 2006 , vol. 71, # 10 p. 3942 - 3951
反应条件
hydrogenchloride in ethyl acetate
2.5 h;
参考文献
Conde-Frieboes, Kilian Waldemar; Ankersen, Michael; Sensfuss, Ulrich; Wulff, Birgitte Schjellerup; Thogersen, Henning; Lustenberger, Philipp; Rudolf, Klaus; Krist, Bernd; Muller, Stephan; Stenkamp, Dirk; Schindler, Marcus; Wieland, Heike; Arndt, Kirsten
Patent: US2007/185128 A1, 2007 ;
Location in patent: Page/Page column 27 ;
US 20070185128 A1
反应条件
in ethyl acetate
2.5 h; Magnetic stirrer;
参考文献
NOVO NORDISK A/S; BOEHRINGER INGELHEIM INTERNATIONAL GMBH
Patent: WO2004/48345 A2, 2004 ;
Location in patent: Page 52 ;
WO 2004/048345 A2