N-叔丁氧羰基-赤式-鞘氨醇合成路线 （共 43 条）
反应条件
1: With trifluoroacetic acid in dichloromethane T=50°C; 2 h; 2: With sodium hydroxide; water in dichloromethane pH=~ 10;
参考文献
EMORY UNIVERSITY
Patent: WO2008/30840 A2, 2008 ;
Location in patent: Page/Page column 20 ;
反应条件
1: 55 percent / DMAP / CH2Cl2 2: p-TsOH / benzene / Heating 3: NaOMe, MeOH 4: tetrazole / acetonitrile 5: I2, pyridine, water / CH2Cl2 6: 56 percent / TFA / CH2Cl2 View Scheme
参考文献
Bioorganic and Medicinal Chemistry Letters, , vol. 8, # 7 p. 711 - 714
反应条件
1.1: 72 percent / CBr4; pyridine / 2 h / 4 - 20 °C 2.1: 85 percent / (CH3)3SiCl / methanol / 24 h / 0 - 20 °C 3.1: (CH3)3SiBr / CH2Cl2 / 1 h / 0 - 20 °C 3.2: 73 percent / H2O View Scheme
参考文献
Qiao, Lixin; Kozikowski, Alan P.; Olivera, Ana; Spiegel, Sarah
Bioorganic and Medicinal Chemistry Letters, 1998 , vol. 8, # 7 p. 711 - 714
反应条件
hydrogenchloride 1.)dioxane; 100 deg C; 30 min 2.) THF; R.T; 17 h; Multistep reaction;
参考文献
Herold
Helvetica Chimica Acta, 1988 , vol. 71, # 2 p. 354 - 362
反应条件
1: N-Boc-D-erythro-sphingosine With trifluoroacetic acid in dichloromethane T=0°C; 2 h; 2: in dichloromethane; water 3: n-hexadecanoyl chloride With potassium carbonate; ammonium chloride more than 3 stages;
参考文献
Katsumura, Shigeo; Hakogi, Toshikazu; Shigenari, Toshihiko
Patent: US2006/8518 A1, 2006 ;
Location in patent: Page/Page column 5 ;
反应条件
triethylamine in 1,4-dioxane; water
0.5 h; Ambient temperature;
参考文献
Tarnowski, Andrej; Retz, Oliver; Baer, Thomas; Schmidt, Richard R.
European Journal of Organic Chemistry, 2005 , # 6 p. 1129 - 1141
反应条件
tetrabutyl ammonium fluoride; acetic acid in tetrahydrofuran
T=0°C; 1 h;
参考文献
Cosmoferm B.V.
Patent: EP1452520 A1, 2004 ;
Location in patent: Page 17 ;
反应条件
hydrogenchloride in methanol
T=20°C; 0.5 h;
参考文献
Yang, Hao; Liebeskind, Lanny S.
Organic Letters, 2007 , vol. 9, # 16 p. 2993 - 2995
反应条件
tetrabutyl ammonium fluoride in tetrahydrofuran
T=20°C; 1 h;
参考文献
Merino, Pedro; Jimenez, Pablo; Tejero, Tomas
Journal of Organic Chemistry, 2006 , vol. 71, # 12 p. 4685 - 4688
反应条件
1.1: HBBr2*Me2S / CH2Cl2 / 6 h / 20 °C
1.2: 77 percent / H2O / CH2Cl2; diethyl ether / 1 h / 20 °C
2.1: 75 percent / Cu(I) thiophenecarboxylate; P(OEt)3 / Pd2(dba)3 / tetrahydrofuran; hexane / 10 h / 20 °C
3.1: Et2BOMe; NaBH4
View Scheme
参考文献
Yang, Hao; Liebeskind, Lanny S.
Organic Letters, 2007 , vol. 9, # 16 p. 2993 - 2995
