1-叔丁氧羰基-(4R)-羟基-2-脯氨酸乙脂合成路线 （共 17 条）
反应条件
1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 20 °C 2: lithium borohydride / tetrahydrofuran / 0 - 20 °C / Inert atmosphere View Scheme
参考文献
Watanabe, Akiko; Kiyota, Naotoshi; Yamasaki, Tetsuo; Tanda, Kazuhiro; Miyagoe, Tatsunori; Sakamoto, Masanori; Otsuka, Masami
Journal of Heterocyclic Chemistry, 2011 , vol. 48, # 5 p. 1132 - 1139
反应条件
1: triphenylphosphine; DIAD / tetrahydrofuran / 1.5 h / 0 °C 2: 358 mg / sodium azide / methanol / 18 h / 40 °C 3: 48 percent / sodium hydride; 18-crown-6 / various solvent(s); tetrahydrofuran / 18 h / 20 °C 4: 84 percent / lithium hydroxide / methanol; H2O / 16 h / 20 °C View Scheme
参考文献
Taylor, Carol M.; Hardre, Renaud; Edwards, Patrick J. B.
Journal of Organic Chemistry, 2005 , vol. 70, # 4 p. 1306 - 1315
反应条件
lithium aluminium tetrahydride in tetrahydrofuran 1.) 0 deg C, 1 h, 2.) room temperature, 15 h;
参考文献
Baker, Gregory L.; Fritschel, Scott J.; Stille, John R.; Stille, John K.
Journal of Organic Chemistry, 1981 , vol. 46, # 14 p. 2954 - 2960
反应条件
1: 81 percent / LiAlH4 / tetrahydrofuran / 1.) 0 deg C, 1 h, 2.) room temperature, 15 h 2: pyridine / 1.) 0 deg C, 2.) stored in the refrigerator for 5 days 3: 63.5 percent / 1.) Na/NH3 (liq.) / 1.) THF, temperature of liquid NH3, 2.) room temperature, 18.5 h View Scheme
参考文献
Baker, Gregory L.; Fritschel, Scott J.; Stille, John R.; Stille, John K.
Journal of Organic Chemistry, 1981 , vol. 46, # 14 p. 2954 - 2960
反应条件
1: 81 percent / LiAlH4 / tetrahydrofuran / 1.) 0 deg C, 1 h, 2.) room temperature, 15 h 2: pyridine / 1.) 0 deg C, 2.) stored in the refrigerator for 5 days 3: 63.5 percent / 1.) Na/NH3 (liq.) / 1.) THF, temperature of liquid NH3, 2.) room temperature, 18.5 h 4: CF3COOH / 0.5 h / 0 °C View Scheme
参考文献
Baker, Gregory L.; Fritschel, Scott J.; Stille, John R.; Stille, John K.
Journal of Organic Chemistry, 1981 , vol. 46, # 14 p. 2954 - 2960
反应条件
1: 76 percent / PPh3, CCl4 / CH2Cl2 / 2 h 2: 80 percent / NaN3 / dimethylformamide / 64 h / 75 °C 3: 77 percent / 1M NaOH / methanol / 22 °C 4: 67 percent / H2 / 10percent Pd/C / ethanol; H2O / 5171.5 Torr View Scheme
参考文献
Webb, Thomas R.; Eigenbrot, Charles
Journal of Organic Chemistry, 1991 , vol. 56, # 9 p. 3009 - 3016
反应条件
triethylamine in ethanol; dichloromethane
T=0 - 20°C; 16.25 h;
参考文献
Watanabe, Akiko; Kiyota, Naotoshi; Yamasaki, Tetsuo; Tanda, Kazuhiro; Miyagoe, Tatsunori; Sakamoto, Masanori; Otsuka, Masami
Journal of Heterocyclic Chemistry, 2011 , vol. 48, # 5 p. 1132 - 1139
反应条件
potassium carbonate in DMF (N,N-dimethyl-formamide)
T=0 - 20°C; 12 h;
参考文献
APPLIED RESEARCH SYSTEMS ARS HOLDING N.V.
Patent: WO2004/76407 A2, 2004 ;
Location in patent: Page 27-29 ;
WO 2004/076407 A2
反应条件
4-(N,N-dimethlyamino)pyridine; dicyclohexyl-carbodiimide
Esterification;
参考文献
Wu, Min; Moon, Hong-sik; Pirskanen, Asta; Myllyharju, Johanna; Kivirikko, Kari I.; Begley, Tadhg P.
Bioorganic and Medicinal Chemistry Letters, 2000 , vol. 10, # 14 p. 1511 - 1514
反应条件
triethylamine in 1,4-dioxane; water
T=50°C; 15 h;
参考文献
Baker, Gregory L.; Fritschel, Scott J.; Stille, John R.; Stille, John K.
Journal of Organic Chemistry, 1981 , vol. 46, # 14 p. 2954 - 2960
