(S)-(-)-5-羟甲基-2(5H)-呋喃酮合成路线 （共 46 条）
反应条件
1: benzophenone / 4 h / 0 °C / UV-irradiation 2: LiAlH4 / tetrahydrofuran / 4 h / 0 °C 3: 145 mg / HCl / tetrahydrofuran; H2O / 40 h / 23 °C / pH 2 - 3 4: triphenylphosphine; diisopropyl azodicarboxylate / benzene / 1.5 h / 23 °C 5: 326 mg / LiOH; Et3N / methanol; H2O / 2 h / 23 °C 6: 66 percent / Et3N / acetonitrile / 7 h / 23 °C View Scheme
参考文献
Ghosh, Arun K.; Leshchenko, Sofiya; Noetzel, Marcus
Journal of Organic Chemistry, 2004 , vol. 69, # 23 p. 7822 - 7829
反应条件
1: benzophenone / 4 h / 0 °C / UV-irradiation 2: LiAlH4 / tetrahydrofuran / 4 h / 0 °C 3: 145 mg / HCl / tetrahydrofuran; H2O / 40 h / 23 °C / pH 2 - 3 4: triphenylphosphine; diisopropyl azodicarboxylate / benzene / 1.5 h / 23 °C 5: 326 mg / LiOH; Et3N / methanol; H2O / 2 h / 23 °C View Scheme
参考文献
Journal of Organic Chemistry, , vol. 69, # 23 p. 7822 - 7829
反应条件
pyridine
T=70°C; tritylation; 16 h;
参考文献
Kyung Ho Kang; Mi Young Cha; Ae Nim Pae; Kyung Il Choi; Yong Seo Cho; Hun Yeong Koh; Bong Young Chung
Tetrahedron Letters, 2000 , vol. 41, # 42 p. 8137 - 8140
反应条件
1: imidazole / dimethylformamide
2: LiN3 / tetrahydrofuran; acetic acid; H2O
3: 77 percent / DIBAL / CH2Cl2 / -78 °C
4: pyridine
5: 55 percent / trimethylsilyl triflate / 1,2-dichloro-ethane
6: n-tetrabutylammonium fluoride / tetrahydrofuran
View Scheme
参考文献
Chu, Chung K.; Beach, J. Warren; Ullas, Giliyar V.; Kosugi, Yoshiyuki
Tetrahedron Letters, 1988 , vol. 29, # 42 p. 5349 - 5352
反应条件
1H-imidazole in dichloromethane
T=0°C; 0.75 h;
参考文献
Stecko, Sebastian; Pasniczek, Konrad; Jurczak, Margarita; Urbanczyk-Lipkowska, Zofia; Chmielewski, Marek
Tetrahedron Asymmetry, 2007 , vol. 18, # 9 p. 1085 - 1093
反应条件
in n-heptane; ethyl acetate; N,N-dimethyl-formamide
参考文献
Pfizer Inc.; Pettersson, Martin Youngjin; Johnson, Douglas Scott; Subramanyam, Chakrapani; O'Donnell, Christopher John; am Ende, Christopher William; Green, Michael Eric; Patel, Nandini Chaturbhai; Stiff, Cory Michael; Tran, Tuan Phong; Kauffman, Gregory Wayne; Stepan, Antonia Friederike; Verhoest, Patrick Robert
Patent: US2014/88111 A1, 2014 ;
Location in patent: Page/Page column ;
