S-(3)-羟基肉豆蔻酸甲酯合成路线 (共 22 条)
反应条件
1: With potassium hydroxide in water 1 h; Reflux; 2: With hydrogenchloride in water pH=2;
参考文献
Kuecuek, Hatice Baspinar; Yusufoglu, Ayse
Monatshefte fur Chemie, 2013 , vol. 144, # 7 p. 1087 - 1091
反应条件
1: With hydrogen; (S)-RuBINAP in hydrogenchloride; methanol
P=1034.3 Torr;
2: P=2585.74 Torr; 15 h; Heating; Title compound not separated from byproducts;
参考文献
Durham, Timothy B.; Miller, Marvin J.
Journal of Organic Chemistry, 2003 , vol. 68, # 1 p. 27 - 34
反应条件
hydrogenchloride; (R)-bis(acetato)(2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl)ruthenium; hydrogen in ethanol
P=76005.1 Torr; 68 h; Inert atmosphere;
参考文献
Case-Green, Stephen C.; Davies, Stephen G.; Roberts, Paul M.; Russell, Angela J.; Thomson, James E.
Tetrahedron Asymmetry, 2008 , vol. 19, # 22 p. 2620 - 2631
反应条件
in methanol; diethyl ether; dichloromethane; oxygen
参考文献
Hoffmann-La Roche Inc.
Patent: US5516944 A1, 1996 ;
反应条件
hydrogenchloride in methanol
T=40°C;
参考文献
Fukase, Koichi; Liu, Wen-Chi; Suda, Yasuo; Oikawa, Masato; Wada, Akira; Mori, Saeko; Ulmer, Arthur J.; Rietschel, Ernst Th.; Kusumoto, Shoichi
Tetrahedron Letters, 1995 , vol. 36, # 41 p. 7455 - 7458
反应条件
1.1: tetrahydrofuran / 0 - 20 °C
2.1: 14.72 g / 72 h / 20 °C
3.1: H2 / (S)-RuBINAP / methanol; aq. HCl / 1034.3 Torr
3.2: 15 h / 2585.74 Torr / Heating
View Scheme
参考文献
Durham, Timothy B.; Miller, Marvin J.
Journal of Organic Chemistry, 2003 , vol. 68, # 1 p. 27 - 34
反应条件
1.1: 14.72 g / 72 h / 20 °C
2.1: H2 / (S)-RuBINAP / methanol; aq. HCl / 1034.3 Torr
2.2: 15 h / 2585.74 Torr / Heating
View Scheme
参考文献
Durham, Timothy B.; Miller, Marvin J.
Journal of Organic Chemistry, 2003 , vol. 68, # 1 p. 27 - 34
反应条件
1: pyridine / CH2Cl2 / 1 h / Ambient temperature
2: methanol / 5 h / Heating
3: H2, AcOH / (S,S)-tartaric acid-NaBr-Raney nickel / various solvent(s) / 100 °C / 76000 Torr
View Scheme
参考文献
Nakahata, Masaaki; Imaida, Motomasa; Ozaki, Hiroshi; Harada, Tadao; Tai, Akira
Bulletin of the Chemical Society of Japan, 1982 , vol. 55, # 7 p. 2186 - 2189
反应条件
1: methanol / 5 h / Heating
2: H2, AcOH / (S,S)-tartaric acid-NaBr-Raney nickel / various solvent(s) / 100 °C / 76000 Torr
View Scheme
参考文献
Nakahata, Masaaki; Imaida, Motomasa; Ozaki, Hiroshi; Harada, Tadao; Tai, Akira
Bulletin of the Chemical Society of Japan, 1982 , vol. 55, # 7 p. 2186 - 2189
反应条件
Porcine Pancreas Lipase; water in aq. phosphate buffer
T=36°C; pH=7.6; 7 h; enantioselective reaction;
参考文献
Kuecuek, Hatice Baspinar; Yusufoglu, Ayse
Monatshefte fur Chemie, 2013 , vol. 144, # 7 p. 1087 - 1091