(S)-(+)-扁桃酸合成路线 (共 229 条)
反应条件
pyridine; 4-(N,N-dimethlyamino)pyridine in diethyl ether T=20°C; Acetylation;
参考文献
Tetrahedron Asymmetry, , vol. 10, # 19 p. 3701 - 3718
参考文献
Tetrahedron, , vol. 59, # 40 p. 8049 - 8056
反应条件
1-amino-1-phenylethane in hexan-1-ol T=130°C; Racemization; Kinetics; Further Variations:ReagentsSolventsTemperatures;
参考文献
Hollemann
Recueil des Travaux Chimiques des Pays-Bas, 1898 , vol. 17, p. 324
反应条件
lithium 2.) THF, ether, RT, 2 h; Yield given. Multistep reaction;
参考文献
Kammath, Viju Balachandran; Sebej, Peter; Slanina, Tomas; Ki, Zdenek; Klan, Petr
Photochemical and Photobiological Sciences, 2012 , vol. 11, # 3 p. 500 - 507
反应条件
1: 1.) lithium 2: 75 percent / 2 h / Ambient temperature View Scheme
参考文献
Cullis, Paul M.; Lowe, Gordon
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1981 , p. 2317 - 2321
反应条件
1: acetyl chloride / 24 h / 20 °C 2: 3.88 g / aqueous NH3 / methanol / 24 h / cooling View Scheme
参考文献
Meyers, A. I.; Slade, Joel
Journal of Organic Chemistry, 1980 , vol. 45, # 14 p. 2785 - 2791
反应条件
1: 60 percent / acetone View Scheme
参考文献
Fitzi, Robert; Seebach, Dieter
Tetrahedron, 1988 , vol. 44, # 17 p. 5277 - 5292
反应条件
1: 93 percent / 98 percent H2SO4 / 4 h / Heating 2: Mg / tetrahydrofuran / 16 h / Heating View Scheme
参考文献
Devant, Ralf; Mahler, Ulrike; Braun, Manfred
Chemische Berichte, 1988 , vol. 121, p. 397 - 406
反应条件
lithium Multistep reaction;
参考文献
Cullis, Paul M.; Lowe, Gordon
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1981 , p. 2317 - 2321
反应条件
1: (S)-α-hydroxybenzeneacetic acid With pyridine; chloro-trimethyl-silane; oxalyl dichloride; 4-(N,N-dimethlyamino)pyridine; N,N-dimethyl-formamide in dichloromethane T=20°C; 4.5 h; 2: ethanol With oxalyl dichloride in dichloromethane T=20°C; 1 h;
参考文献
Chiesi Farmaceutici S.p.A.
Patent: US6344457 B1, 2002 ;
Location in patent: Page column 36 ;
US 6344457 B1