N-Boc-反式-4-羟基-L-脯氨酸甲酯合成路线 （共 102 条）
反应条件
di-isopropyl azodicarboxylate; triphenylphosphine in acetonitrile 0 deg C, 2 h, rt, 24 h;
参考文献
Rajeev; Sanjayan; Ganesh
Journal of Organic Chemistry, 1997 , vol. 62, # 15 p. 5169 - 5173
反应条件
1: 56.2 g / triethylamine / CH2Cl2 / 3 h / 0 - 5 °C 2: 88.7 percent / dimethylsulfoxide / 90 °C View Scheme
参考文献
Marusawa, Hiroshi; Setoi, Hiroyuki; Sawada, Akihiko; Kuroda, Akio; Seki, Jiro; Motoyama, Yukio; Tanaka, Hirokazu
Bioorganic and Medicinal Chemistry, 2002 , vol. 10, # 5 p. 1399 - 1415
反应条件
1.1: sodium periodate; ruthenium trichloride
3.1: diethylzinc; trifluoroacetic acid / hexane; dichloromethane / 1 h / -5 °C / Inert atmosphere
3.2: 72 h / -5 - 30 °C / Inert atmosphere
3.3: 24 h / 20 °C
View Scheme
参考文献
Tymtsunik, Andriy V.; Bilenko, Vitaliy A.; Ivon, Yevhen M.; Grygorenko, Oleksandr O.; Komarov, Igor V.
Tetrahedron Letters, 2012 , vol. 53, # 30 p. 3847 - 3849
反应条件
1.1: sodium periodate; ruthenium trichloride
3.1: diethylzinc; trifluoroacetic acid / hexane; dichloromethane / 1 h / -5 °C / Inert atmosphere
3.2: 72 h / -5 - 30 °C / Inert atmosphere
View Scheme
参考文献
Tymtsunik, Andriy V.; Bilenko, Vitaliy A.; Ivon, Yevhen M.; Grygorenko, Oleksandr O.; Komarov, Igor V.
Tetrahedron Letters, 2012 , vol. 53, # 30 p. 3847 - 3849
反应条件
1.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / 1-methyl-pyrrolidin-2-one / 50 °C
2.1: 0.75 h / 0.28 - 32 °C / |Inert atmosphere
2.2: 3.33 h / 20 - 85 °C / |Inert atmosphere
2.3: 0.5 h / pH Ca.1 / |Inert atmosphere
3.1: hydrogen; 5 palladium on charcoal / isopropanol acetate; methanol / 2 h / 0 °C / 775.74 Torr
4.1: N-ethyl-N,N-diisopropylamine; benzenesulfonic Acid / acetonitrile / 20 - 50 °C / pH 8 - 9
4.2: 8 h / 20 °C
5.1: lithium hydroxide hydrate / tetrahydrofuran / 1 h / 0.14 - 40 °C
5.2: 20 °C / pH 1.9
View Scheme
参考文献
Kuethe, Jeffrey; Zhong, Yong-Li; Yasuda, Nobuyoshi; Beutner, Gregory; Linn, Katherine; Kim, Mary; Marcune, Benjamin; Dreher, Spencer Douglas; Humphrey, Guy; Pei, Tao
Organic Letters, 2013 , vol. 15, # 16 p. 4174 - 4177
反应条件
1: trichloroisocyanuric acid; TEMPO / CH2Cl2
2: HMPT; Zn / tetrahydrofuran
3: TFA / CH2Cl2
View Scheme
参考文献
Kamal, Ahmed; Reddy; Reddy, D. Rajasekhar; Laxman; Murthy
Bioorganic and Medicinal Chemistry Letters, 2004 , vol. 14, # 22 p. 5699 - 5702
反应条件
trifluoroacetic acid in dichloromethane
T=0°C; 1.5 h;
参考文献
Owens, Neil W.; Lee, Adrian; Marat, Kirk; Schweizer, Frank
Chemistry - A European Journal, 2009 , vol. 15, # 40 p. 10649 - 10657
反应条件
triphenylphosphine; diethylazodicarboxylate in tetrahydrofuran
T=0 - 20°C; 10 h;
参考文献
Han, Bo; Knust, Henner; Nettekoven, Matthias; Ratni, Hasane; Wu, Xihan
Patent: US2008/306086 A1, 2008 ;
Location in patent: Page/Page column 11-12; 28 ;
US 20080306086 A1
反应条件
triphenylphosphine; diethylazodicarboxylate; methyl iodide in tetrahydrofuran
10 h; Ambient temperature;
参考文献
Schumacher, Kelly K.; Jiang, Jianjun; Joullie, Madeleine M.
Tetrahedron Asymmetry, 1998 , vol. 9, # 1 p. 47 - 53
反应条件
triphenylphosphine; diethylazodicarboxylate in tetrahydrofuran
Ambient temperature;
参考文献
Dormoy, J.-R.
Synthesis, 1982 , # 9 p. 753 - 756
