(2S,5S)-2-[3-[[2-[(叔丁基二甲基硅)氧]乙基]磺酰基]-5-甲氧基-4-丙氧基苯基]-5-(3,4,5-三甲氧基苯基)四氢呋喃合成路线 （共 21 条）
反应条件
1.1: 92 percent / imidazole / dimethylformamide / 20 °C
2.1: t-BuLi / pentane / 0.5 h / -78 °C
2.2: 53 percent / pentane; tetrahydrofuran / 0.5 h / -78 °C
3.1: 75 percent / NaBH3CN; Cl2CHCO2H / various solvent(s) / 0.5 h / -25 °C
4.1: 67 percent / 450 °C / 0 Torr
5.1: 75 percent / H2 / Pt/C / ethyl acetate / atmospheric pressure
6.1: 80 percent / m-chloroperbenzoic acid / CH2Cl2 / 1 h / 20 °C
View Scheme
参考文献
Shi, Hongxin; Liu, Huazhang; Bloch, Robert; Mandville, Gerard
Tetrahedron Asymmetry, 2002 , vol. 13, # 13 p. 1423 - 1428
反应条件
1.1: t-BuLi / pentane / 0.5 h / -78 °C
1.2: 53 percent / pentane; tetrahydrofuran / 0.5 h / -78 °C
2.1: 75 percent / NaBH3CN; Cl2CHCO2H / various solvent(s) / 0.5 h / -25 °C
3.1: 67 percent / 450 °C / 0 Torr
4.1: 75 percent / H2 / Pt/C / ethyl acetate / atmospheric pressure
5.1: 80 percent / m-chloroperbenzoic acid / CH2Cl2 / 1 h / 20 °C
View Scheme
参考文献
Shi, Hongxin; Liu, Huazhang; Bloch, Robert; Mandville, Gerard
Tetrahedron Asymmetry, 2002 , vol. 13, # 13 p. 1423 - 1428
反应条件
1.1: t-BuLi / pentane / 0.5 h / -78 °C
1.2: 53 percent / pentane; tetrahydrofuran / 0.5 h / -78 °C
2.1: 75 percent / NaBH3CN; Cl2CHCO2H / various solvent(s) / 0.5 h / -25 °C
3.1: 67 percent / 450 °C / 0 Torr
4.1: 75 percent / H2 / Pt/C / ethyl acetate / atmospheric pressure
5.1: 80 percent / m-chloroperbenzoic acid / CH2Cl2 / 1 h / 20 °C
View Scheme
参考文献
Shi, Hongxin; Liu, Huazhang; Bloch, Robert; Mandville, Gerard
Tetrahedron Asymmetry, 2002 , vol. 13, # 13 p. 1423 - 1428
反应条件
1: 75 percent / H2 / Pt/C / ethyl acetate / atmospheric pressure
2: 80 percent / m-chloroperbenzoic acid / CH2Cl2 / 1 h / 20 °C
View Scheme
参考文献
Shi, Hongxin; Liu, Huazhang; Bloch, Robert; Mandville, Gerard
Tetrahedron Asymmetry, 2002 , vol. 13, # 13 p. 1423 - 1428
反应条件
1: 67 percent / 450 °C / 0 Torr
2: 75 percent / H2 / Pt/C / ethyl acetate / atmospheric pressure
3: 80 percent / m-chloroperbenzoic acid / CH2Cl2 / 1 h / 20 °C
View Scheme
参考文献
Shi, Hongxin; Liu, Huazhang; Bloch, Robert; Mandville, Gerard
Tetrahedron Asymmetry, 2002 , vol. 13, # 13 p. 1423 - 1428
反应条件
1: 75 percent / NaBH3CN; Cl2CHCO2H / various solvent(s) / 0.5 h / -25 °C
2: 67 percent / 450 °C / 0 Torr
3: 75 percent / H2 / Pt/C / ethyl acetate / atmospheric pressure
4: 80 percent / m-chloroperbenzoic acid / CH2Cl2 / 1 h / 20 °C
View Scheme
参考文献
Shi, Hongxin; Liu, Huazhang; Bloch, Robert; Mandville, Gerard
Tetrahedron Asymmetry, 2002 , vol. 13, # 13 p. 1423 - 1428
反应条件
magnesium
Yield given. Multistep reaction;
参考文献
Thompson; Tschaen; Simpson; McSwine; Reamer; Verhoeven; Shinkai
Journal of Organic Chemistry, 1992 , vol. 57, # 26 p. 7044 - 7052
反应条件
magnesium; zinc(II) chloride
1) tetrahydrofuran; Yield given. Multistep reaction. Yields of byproduct given;
参考文献
Thompson; Tschaen; Simpson; McSwine; Reamer; Verhoeven; Shinkai
Journal of Organic Chemistry, 1992 , vol. 57, # 26 p. 7044 - 7052
反应条件
dilithium tetrachlorocuprate; iodine; magnesium
1) THF, a) 25 deg C, 18 h, b) 0 deg C, 15 min, 2) methylene chloride, -60 deg C, 1 h; Yield given. Multistep reaction. Yields of byproduct given;
参考文献
Thompson; Tschaen; Simpson; McSwine; Reamer; Verhoeven; Shinkai
Journal of Organic Chemistry, 1992 , vol. 57, # 26 p. 7044 - 7052
反应条件
dimethylaluminum chloride
1) tetrahydrofuran; Yield given. Multistep reaction. Yields of byproduct given;
参考文献
Thompson; Tschaen; Simpson; McSwine; Reamer; Verhoeven; Shinkai
Journal of Organic Chemistry, 1992 , vol. 57, # 26 p. 7044 - 7052
