N-BOC-2-甲基-D-丝氨酸甲酯合成路线 （共 23 条）
反应条件
lithium hydroxide in tetrahydrofuran; methanol; water T=0°C; 1 h;
参考文献
Yu, Shouyun; Pan, Xianhua; Ma, Dawei
Chemistry - A European Journal, 2006 , vol. 12, # 25 p. 6572 - 6584
反应条件
1: N-Boc-α-Me-(L)-Ser-OH With 1,8-diazabicyclo[5.4.0]undec-7-ene in acetone
T=20 - 25°C; 0.75 h; Industry scale;
2: methyl iodide in acetone
T=18 - 30°C;
参考文献
PRAECIS PHARMACEUTICALS INCORPORATED
Patent: WO2008/16692 A2, 2008 ;
Location in patent: Page/Page column 146-147 ;
反应条件
caesium carbonate in methanol
T=20°C; 2.5 h;
参考文献
Yakura, Takayuki; Yoshimoto, Yuya; Ishida, Chisaki; Mabuchi, Shunsuke
Tetrahedron, 2007 , vol. 63, # 21 p. 4429 - 4438
反应条件
in methanol; hexane; benzene
T=20°C; 0.5 h;
参考文献
Yu, Weiping; McConathy, Jonathan; Olson, Jeffrey; Camp, Vernon M.; Goodman, Mark M.
Journal of Medicinal Chemistry, 2007 , vol. 50, # 26 p. 6718 - 6721
参考文献
Kozikowski, Alan P.; Steensma, Darryl; Varasi, Mario; Pshenichkin, Sergey; Surina, Elena; Wroblewski, Jarda T.
Bioorganic and Medicinal Chemistry Letters, 1998 , vol. 8, # 5 p. 447 - 452
反应条件
1: 100 percent / CH2Cl2 / 1 h / 20 °C
2: 100 percent / Al2O3 / ethyl acetate; CH2Cl2
3: 44 percent / phenyliodine(III) diacetate; magnesium oxide / dirhodium(II) bis(tetramethyl-1,3-benzenedipropanoate) / CH2Cl2 / 17 h / Heating
4: 88 percent / Et3N; 4-(dimethylamino)pyridine / tetrahydrofuran / 2 h / 20 °C
5: 87 percent / cesium carbonate / methanol / 2.5 h / 20 °C
View Scheme
参考文献
Yakura, Takayuki; Yoshimoto, Yuya; Ishida, Chisaki; Mabuchi, Shunsuke
Tetrahedron, 2007 , vol. 63, # 21 p. 4429 - 4438
反应条件
1: 90 percent / SOCl2 / CCl4 / 4 h / Heating
2: 75 percent / NaN3 / dimethylformamide / 48 h / 50 °C
3: H2 / Pd/C / methanol / 24 h / 20 °C
4: 5.64 g / Na2CO3*10H2O / H2O; tetrahydrofuran / 19 h / 20 °C
View Scheme
参考文献
Avenoza, Alberto; Cativiela, Carlos; Corzana, Francisco; Peregrina, Jesus M.; Sucunza, David; Zurbano, Maria M.
Tetrahedron Asymmetry, 2001 , vol. 12, # 6 p. 949 - 957
反应条件
1: 75 percent / NaN3 / dimethylformamide / 48 h / 50 °C
2: H2 / Pd/C / methanol / 24 h / 20 °C
3: 5.64 g / Na2CO3*10H2O / H2O; tetrahydrofuran / 19 h / 20 °C
View Scheme
参考文献
Avenoza, Alberto; Cativiela, Carlos; Corzana, Francisco; Peregrina, Jesus M.; Sucunza, David; Zurbano, Maria M.
Tetrahedron Asymmetry, 2001 , vol. 12, # 6 p. 949 - 957
反应条件
1: 44 percent / phenyliodine(III) diacetate; magnesium oxide / dirhodium(II) bis(tetramethyl-1,3-benzenedipropanoate) / CH2Cl2 / 17 h / Heating
2: 88 percent / Et3N; 4-(dimethylamino)pyridine / tetrahydrofuran / 2 h / 20 °C
3: 87 percent / cesium carbonate / methanol / 2.5 h / 20 °C
View Scheme
参考文献
Yakura, Takayuki; Yoshimoto, Yuya; Ishida, Chisaki; Mabuchi, Shunsuke
Tetrahedron, 2007 , vol. 63, # 21 p. 4429 - 4438
反应条件
1: 94 percent / H2 / Pd/C / ethyl acetate / 20 °C
2: NaIO4; aq. NaHCO3 / CH2Cl2
3: NaClO2; NaH2PO4; 2-methyl-2-butene / 2-methyl-propan-2-ol
4: diethyl ether / 0 °C
View Scheme
参考文献
Chakraborty, Tushar Kanti; Sudhakar, Gangarajula
Tetrahedron Letters, 2006 , vol. 47, # 33 p. 5847 - 5849
