(R)-3-羟基肉豆蔻酸甲酯合成路线 （共 15 条）
反应条件
1: Et3N / tetrahydrofuran / 17 h / 20 °C
2: trimethylsilyl triflate; triethylsilane / CH2Cl2 / 14 h / 20 °C
3: 10.4 g / aq. LiOH / tetrahydrofuran / 6.5 h / Heating
View Scheme
参考文献
Diolez, Christian; Sarfati, S. Robert; Szabo, Ladislas
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1985 , p. 57 - 60
反应条件
1: aq. NaOH / ethanol
2: Et3N; tetrabutylammonium iodide / ethyl acetate / 18 h / 20 °C
View Scheme
参考文献
Martin, Olivier R.; Zhou, Wei; Wu, Xinfu; Front-Deschamps, Sophie; Moutel, Stephane; Schindl, Katharina; Jeandet, Patricia; Zbaeren, Claude; Bauer, Jacques A.
Journal of Medicinal Chemistry, 2006 , vol. 49, # 20 p. 6000 - 6014
反应条件
Multi-step reaction with 2 steps 1: Geotrichum candidum lipase2: NaOMe / methanol / Ambient temperature
参考文献
Feichter, C.; Faber, K.; Griengl, H. Tetrahedron Letters, 1989 , vol. 30, # 5 p. 551 - 552
反应条件
Multi-step reaction with 2 steps 1: methanol / 5 h / Heating2: H2, AcOH / (S,S)-tartaric acid-NaBr-Raney nickel / various solvent(s) / 100 °C / 76000 Torr
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
Multi-step reaction with 3 steps 1: 78 percent / trifluoromethansulfonic acid / CH2Cl2; cyclohexane / 3.5 h / Ambient temperature2: 82 percent / DIBAH / CH2Cl2 / 0.5 h / -78 °C3: TiCl4 / CH2Cl2 / 1.5 h / -78 °C
参考文献
Barbier; Schneider; Widmer Helvetica Chimica Acta, 1987 , vol. 70, # 5 p. 1412 - 1418
