N-Boc-L-缬氨酸合成路线 （共 134 条）
反应条件
1: t-Boc-L-valine With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine in tetrahydrofuran; N,N-dimethyl-formamide
0.166667 h;
2: diazomethane in tetrahydrofuran; N,N-dimethyl-formamide
T=0°C; 0.333333 h;
参考文献
Patil, Basanagoud S.; Vasanthakumar, Ganga-Ramu; Suresh Babu
Synthetic Communications, 2003 , vol. 33, # 18 p. 3089 - 3096
反应条件
1: NMM / tetrahydrofuran / 1 h / -25 °C
2: diethyl ether / 2 h / Ambient temperature
View Scheme
参考文献
Yang, Hua; Jurkauskas, Valdas; Mackintosh, Nicole; Mogren, Tobias; Stephenson, Corey R. J.; Foster, Katherine; Brown, William; Roberts, Edward
Canadian Journal of Chemistry, 2000 , vol. 78, # 6 p. 800 - 808
反应条件
1.1: tetrahydrofuran; water / 0.17 h
1.2: 12 h
2.1: triphenylphosphine / tetrahydrofuran / 0 °C / |Inert atmosphere
2.2: 12 h / |Heating
3.1: amino aminoalcohol / ethanol / 0.75 h / |Reflux
View Scheme
参考文献
ABBVIE INC.; GOMTSIAN, Artour; DEKHTYAR, Tatyana; FRANK, Kristine E.; FRIEDMAN, Michael M.; JOSEPHSOHN, Nathan; MOLLA, M-Akhteruzz; VASUDEVAN, Anil; NG, Teresa; SHAFEEV, Mikhail
Patent: WO2014/5129 A1, 2014 ;
反应条件
N-ethyl-N,N-diisopropylamine in dichloromethane
T=20°C; 0.0833333 h; Inert atmosphere;
参考文献
Hardee, David J.; Kovalchuke, Lyudmila; Lambert, Tristan H.
Journal of the American Chemical Society, 2010 , vol. 132, # 14 p. 5002 - 5003
反应条件
diisobutylaluminium hydride in toluene
参考文献
Iguchi, Shin; Kawasaki, Koichi; Okamoto, Hiroshi; Umezawa, Chisae; Okada, Yoshio
Chemical and Pharmaceutical Bulletin, 1999 , vol. 47, # 3 p. 423 - 427
反应条件
1: 99 percent / N,N'-dicyclohexylcarbodiimide; 1-hydroxybenzotriazole / tetrahydrofuran / 20 °C
2: 67 percent / hydrogen / palladium on carbon / methanol / 4 h
View Scheme
参考文献
Rodriguez, Rodrigo A.; Pan, Po-Shen; Pan, Chung-Mao; Ravula, Suchitra; Lapera, Stephanie; Singh, Erinprit K.; Styers, Thomas J.; Brown, Joseph D.; Cajica, Julia; Parry, Emily; Otrubova, Katerina; McAlpine, Shelli R.
Journal of Organic Chemistry, 2007 , vol. 72, # 6 p. 1980 - 2002
反应条件
N'-(3-dimethylaminopropyl)-N-ethylcarbodiimide in dichloromethane
24 h; Ambient temperature;
参考文献
Caballero, Esmeralda; Avendano, Carmen; Menendez, J. Carlos
Tetrahedron Asymmetry, 1998 , vol. 9, # 17 p. 3025 - 3038
反应条件
1: 87 percent / HOBt; EDCI / dimethylformamide / 20 °C
2: 92 percent / aq. NaOH / methanol / 2 h / 20 °C
View Scheme
参考文献
Bossler, Hans G.; Seebach, Dieter
Helvetica Chimica Acta, 1994 , vol. 77, # 4 p. 1124 - 1165
反应条件
1: dicyclohexyl-carbodiimide; 4-(N,N-dimethlyamino)pyridine / dichloromethane / 19 h
2: acetic acid / 2 h / |Heating
3: trifluoroacetic acid / dichloromethane / 3 h
View Scheme
参考文献
Ghosh, Kumaresh; Sarkar, Tanmay
Tetrahedron Letters, 2013 , vol. 54, # 34 p. 4568 - 4573
反应条件
1.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; triethylamine / dichloromethane / 0.25 h / 0 °C
1.2: 24 h / 20 °C
2.1: sodium hydroxide / methanol / 10 h
3.1: trifluoroacetic acid / 2 h / 20 °C
View Scheme
参考文献
Adhikari, Bimalendu; Kraatz, Heinz-Bernhard
Chemical Communications, 2014 , vol. 50, # 42 p. 5551 - 5553
