(R)-4-羟基甲基-2,2-二甲基噁唑啉-3-羧酸叔丁酯合成路线 （共 13 条）
反应条件
1: With lithium aluminium tetrahydride in tetrahydrofuran T=20°C; 1 h; 2: With sodium hydroxide in tetrahydrofuran; water
参考文献
CHUGAI SEIYAKU KABUSHIKI KAISHA
Patent: WO2005/87700 A2, 2005 ;
Location in patent: Page/Page column 322 ;
WO 2005/087700 A2
反应条件
sodium tetrahydroborate in tetrahydrofuran; isopropyl alcohol 0.5 h;
参考文献
Garner, Philip; Park, Jung Min
Journal of Organic Chemistry, 1987 , vol. 52, # 12 p. 2361 - 2364
反应条件
1: 85.9 percent / p-toluenesulfonic acid monohydrate / toluene / 0.5 h / Heating 2: 84.5 percent / LiBH4 / tetrahydrofuran; methanol / 2 h / 20 °C View Scheme
参考文献
Journal of Organic Chemistry, , vol. 72, # 4 p. 1218 - 1225
反应条件
1: 95 percent / NaOH / H2O; dioxane / 12 h / 20 °C 2: 95 percent / K2CO3 / dimethylformamide / 20 h / 20 °C 3: 92 percent / p-toluenesulfonic acid / toluene / 20 h / Heating 4: 84 percent / LiAlH4 / diethyl ether / 1 h / Heating View Scheme
参考文献
Organic Letters, , vol. 5, # 23 p. 4253 - 4256
反应条件
1: 95 percent / K2CO3 / dimethylformamide / 20 h / 20 °C 2: 92 percent / p-toluenesulfonic acid / toluene / 20 h / Heating 3: 84 percent / LiAlH4 / diethyl ether / 1 h / Heating View Scheme
参考文献
Organic Letters, , vol. 5, # 23 p. 4253 - 4256
反应条件
lithium aluminium tetrahydride in diethyl ether T=23°C; 1 h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
参考文献
Journal of Organic Chemistry, , vol. 60, # 4 p. 798 - 806
反应条件
1: pentadec-1-yne With Schwartz's reagent in tetrahydrofuran T=20°C; 1 h; 2: (4S)-2,2-dimethyl-4-formyl-3-oxazolidine-carboxylic acid tert-butyl ester With zinc dibromide in tetrahydrofuran T=20°C; 24 h; 3: With sodium tetrahydroborate in tetrahydrofuran; methanol 0.5 h; Title compound not separated from byproducts;
参考文献
Murakami, Teiichi; Furusawa, Kiyotaka
Tetrahedron, 2002 , vol. 58, # 45 p. 9257 - 9263
反应条件
1: phenylacetylene With Schwartz's reagent in tetrahydrofuran T=20°C; 1 h; 2: (4S)-2,2-dimethyl-4-formyl-3-oxazolidine-carboxylic acid tert-butyl ester With zinc dibromide in tetrahydrofuran T=0 - 20°C; 24 h; 3: With sodium tetrahydroborate in tetrahydrofuran; methanol Title compound not separated from byproducts;
参考文献
Murakami, Teiichi; Furusawa, Kiyotaka
Tetrahedron, 2002 , vol. 58, # 45 p. 9257 - 9263
反应条件
lithium borohydride in tetrahydrofuran; methanol T=-10°C;
参考文献
Life Sciences, , vol. 89, # 21-22 p. 786 - 794
反应条件
1: Et3N / dioxane; H2O 2: methanol 3: CSA / acetone 4: LiAlH4 / diethyl ether / 0 °C View Scheme
参考文献
Tetrahedron Letters, , vol. 30, # 29 p. 3799 - 3802
