N-Boc-O-苄基-L-丝氨酸合成路线 （共 43 条）
反应条件
palladium on carbon in ethanol; cyclohexane 16 h; Reflux;
参考文献
Galaffu, Nicola; Man, Siud Pui; Wilkes, Robin D.; Wilson, John R. H.
Organic Process Research and Development, 2007 , vol. 11, # 3 p. 406 - 413
反应条件
1: C16H22NO4PolS With 3-methyl-phenol; trifluoroacetic acid 0.25 h; Automated synthesizersolid phase reaction; 2: N-tert-butoxycarbonyl-O-benzyl-L-serine With 1-methyl-pyrrolidin-2-one; benzotriazol-1-ol; diisopropyl-carbodiimide 1 h; Automated synthesizersolid phase reaction; 3: BOC-glycine; N-tert-butoxycarbonyl-L-alanine; N-tert-butoxycarbonyl-L-phenylalanine; N-Boc-L-threonine benzyl ether; BOC-S-4-methoxybenzyl-L-cysteine; N6-[[(2-Chlorophenyl)methoxy]carbonyl]-N2-[t-butyloxycarbonyl]-L-lysine; N-(tert-butoxycarbonyl)-L-tryptophan; Boc-Asn(Xan)-OH Further stages;
参考文献
Erchegyi, Judit; Cescato, Renzo; Waser, Beatrice; Rivier, Jean E.; Reubi, Jean Claude
Journal of Medicinal Chemistry, 2011 , vol. 54, # 17 p. 5981 - 5987
反应条件
1: BOC-glycine; C14H14NPol With benzotriazol-1-ol; diisopropyl-carbodiimide in N,N-dimethyl-formamide solid phase reaction; 2: With trifluoroacetic acid in dichloromethane 0.5 h; solid phase reaction; 3: BOC-glycine; 1-(tert-butoxycarbonyl)-L-proline; N-tert-butoxycarbonyl-L-leucine; boc-Ng-tosyl-L-arginine; N-tert-butoxycarbonyl-O-benzyl-L-serine; Boc-L-tyrosine(2-Br-Z)-OH; boc-Trp(CHO)-OH; Boc-pGlu-OH; N-Boc-L-His(Tos)-OH Further stages;
参考文献
Nakaie, Clovis R.; Oliveira, Eliandre; Vicente, Eduardo F.; Jubilut, Guita N.; Souza, Sinval E.G.; Marchetto, Reinaldo; Cilli, Eduardo M.
Bioorganic Chemistry, 2011 , vol. 39, # 2 p. 101 - 109
反应条件
1: 1.) N-methylmorpholine, isobutyl chloroformate / 1) THF, -20 deg C, 10 min; 2) THF, -15 deg C, 2 h, rt, overnight 2: 84 percent / P4S10, Na2CO3 / tetrahydrofuran / 1) 0 deg C, 30 min, 2.) rt, 2.5 h 3: 83 percent / NaNO2 / acetic acid; H2O / 0.5 h / 0 °C View Scheme
参考文献
Ashraf Shalaby; Grote, Christopher W.; Rapoport, Henry
Journal of Organic Chemistry, 1996 , vol. 61, # 25 p. 9045 - 9048
反应条件
borane-THF in tetrahydrofuran 1.) 0 deg C, 1 h; 2.) RT; 3.) 0 deg C, 1 h;
参考文献
Donner
Tetrahedron Letters, 1995 , vol. 36, # 8 p. 1223 - 1226
反应条件
1: With triethylamine in tetrahydrofuran T=0 - 20°C; 0.5 h; 2: With sodium tetrahydroborate in tetrahydrofuran T=20°C; 6 h;
参考文献
Ajinomoto Co., Inc.
Patent: EP1679296 A1, 2006 ;
Location in patent: Page/Page column 29 ;
反应条件
sodium tetrahydroborate; triethanolamine in tetrahydrofuran; water; ethyl acetate
参考文献
ICN Pharmaceuticals, Inc.
Patent: US5969135 A1, 1999 ;
反应条件
thionyl chloride in dichloromethane T=0°C; 14 h;
参考文献
BOEHRINGER INGELHEIM INTERNATIONAL GMBH
Patent: WO2009/92566 A1, 2009 ;
Location in patent: Page/Page column 112-113 ;
反应条件
1: 80.6 percent / HOBT; dicyclohexylcarbodiimide / CH2Cl2 / 0 - 20 °C 2: TFA / CH2Cl2 / 1 h / 20 °C 3: TEA / CH2Cl2 / 2 h / 20 °C 4: 84 percent / LiAlH4 / tetrahydrofuran / 37 h / 20 °C View Scheme
参考文献
Alfaro-Lopez, Josue; Okayama, Toru; Hosohata, Keiko; Davis, Peg; Porreca, Frank; Yamamura, Henry I.; Hruby, Victor J.
Journal of Medicinal Chemistry, 1999 , vol. 42, # 26 p. 5359 - 5368
反应条件
1: 100 percent 2: 100 percent / trifluoroacetic acid / CH2Cl2 3: 61 percent / NaBH4 / ethanol View Scheme
参考文献
Berkowitz, David B.; Shen, Quanrong; Maeng, Jun-Ho
Tetrahedron Letters, 1994 , vol. 35, # 35 p. 6445 - 6448
