Boc-L-焦谷氨酸甲酯合成路线 （共 39 条）
反应条件
1: N-BOC-L-methyl pyroglutamate With lithium hexamethyldisilazane in tetrahydrofuran T=-78°C; 2: methyl iodide in tetrahydrofuran T=-78°C;
参考文献
Gu, Zi-Qiang; Li, Min
Tetrahedron Letters, 2003 , vol. 44, # 15 p. 3203 - 3205
反应条件
1: 89 percent / DIBAL-H / CH2Cl2; tetrahydrofuran / -78 °C 2: 81 percent / TsOH*H2O 3: 73 percent / DIBAL-H / CH2Cl2 / -78 °C 4: 90 percent / tetrahydrofuran / -78 °C 5: 77 percent / DMAP / CH2Cl2 6: 76 percent / Bu3SnH, AIBN / toluene / 80 °C 7: 80 percent / TsOH*H2O / CH2Cl2 8: 76 percent / Bu3SnH, AIBN / toluene / 110 °C 9: 95 percent / O3, Me2S, Sudan III / CH2Cl2; methanol / -78 °C View Scheme
参考文献
Clive, Derrick L. J.; Yeh, Vince S. C.
Tetrahedron Letters, 1998 , vol. 39, # 27 p. 4789 - 4792
反应条件
1: With lithium triethylborohydride in toluene T=-78°C; 1.16667 h; 2: With 4-(N,N-dimethlyamino)pyridine; N-ethyl-N,N-diisopropylamine; trifluoroacetic anhydride in toluene T=20°C; 2 h;
参考文献
SUNSHINE LAKE PHARMA CO., LTD.; ZHANG, Yingjun; ZHANG, Jiancun; XIE, Hongming; REN, Qingyun; TAN, Yumei; LUO, Huichao
Patent: WO2014/19344 A1, 2014 ;
Location in patent: Paragraph 00348 ;
反应条件
1: borane dimethyl sulphite 2: 6N HCl / Heating View Scheme
参考文献
Dieterich; Young
Tetrahedron Letters, 1993 , vol. 34, # 34 p. 5455 - 5458
反应条件
1.1: LiN(SiMe3)2 / tetrahydrofuran / -78 °C 1.2: tetrahydrofuran / -78 °C 2.1: LiOH / H2O; tetrahydrofuran 3.1: TFA / CH2Cl2 View Scheme
参考文献
Gu, Zi-Qiang; Li, Min
Tetrahedron Letters, 2003 , vol. 44, # 15 p. 3203 - 3205
反应条件
1: 46 percent / lithium bis-(trimethylsilyl)amide / tetrahydrofuran; hexane / -78 - -40 °C 2: 91 percent / NH2OH*HCl / H2O; dioxane / 1 h / Ambient temperature 3: 75 percent / 2N NaOH / methanol / 2 h / Ambient temperature 4: 87 percent / 2N NaOH / methanol / 2 h / Ambient temperature 5: trifluoroacetic acid / 30 h / Ambient temperature View Scheme
参考文献
Tsubotani, Shigetoshi; Funabashi, Yasunori; Takamoto, Masayuki; Hakoda, Seiji; Harada, Setsuo
Tetrahedron, 1991 , vol. 47, # 38 p. 8079 - 8090
反应条件
1.1: LiN(SiMe3)2 / tetrahydrofuran / -78 °C 1.2: tetrahydrofuran / -78 °C 2.1: LiOH / H2O; tetrahydrofuran 3.1: TFA / CH2Cl2 View Scheme
参考文献
Gu, Zi-Qiang; Li, Min
Tetrahedron Letters, 2003 , vol. 44, # 15 p. 3203 - 3205
反应条件
1.1: lithium triethylborohydride / tetrahydrofuran / 2 h / -78 °C 1.2: 0.33 h 1.3: 12 h 2.1: copper(I) bromide dimethylsulfide complex / diethyl ether / 0.75 h / -40 °C 2.2: 0.5 h / -78 °C 2.3: 4 h / -78 - 20 °C 3.1: water; lithium hydroxide hydrate / ethanol / 0 °C View Scheme
参考文献
BRISTOL-MYERS SQUIBB COMPANY; BELEMA, Makonen; HEWAWASAM, Piyasena
Patent: WO2012/39717 A1, 2012 ;
反应条件
sodium tetrahydroborate in methanol; ethylene glycol dimethyl ether T=20°C; 36 h;
参考文献
Brena-Valle; Cruz-Almanza; Guadarrama-Morales
Synthetic Communications, 2001 , vol. 31, # 5 p. 697 - 706
反应条件
1: N-BOC-L-methyl pyroglutamate With lithium hexamethyldisilazane in tetrahydrofuran T=-78°C; 0.25 h; 2: methyl iodide T=-78 - 20°C; 2.25 h;
参考文献
BRISTOL-MYERS SQUIBB COMPANY; BELEMA, Makonen; HEWAWASAM, Piyasena
Patent: WO2012/39717 A1, 2012 ;
Location in patent: Page/Page column 151 ;
