(5S)-5-({[(2-甲基-2-丙基)(二苯基)硅烷基]氧基}甲基)-2(5H)-呋喃酮合成路线 (共 17 条)
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
nickel in tetrahydrofuran
2.5 h; Heating;
参考文献
Raveendranath; Blazis; Agyei-Aye; Hebbler; Gentile; Hawkins; Johnson; Baker
Carbohydrate Research, 1994 , vol. 253, p. 207 - 223
反应条件
1: methyl (S)-4,5-dihydroxy-4,5-O-isopropylidene-2-pentenoate With sulfuric acid in methanol
2: tert-butylchlorodiphenylsilane With 1H-imidazole in N,N-dimethyl-formamide
参考文献
Himmelbauer, Martin; Farcet, Jean-Baptiste; Gagnepain, Julien; Mulzer, Johann
European Journal of Organic Chemistry, 2013 , # 36 p. 8214 - 8244
反应条件
1: 96 percent / acetone / 2.5 h / Heating
2: 96 percent / Raney Ni / tetrahydrofuran / 2.5 h / Heating
View Scheme
参考文献
Raveendranath; Blazis; Agyei-Aye; Hebbler; Gentile; Hawkins; Johnson; Baker
Carbohydrate Research, 1994 , vol. 253, p. 207 - 223
反应条件
1: 92 percent / I2 / 12 h / Ambient temperature
2: 82 percent / imidazole / dimethylformamide / 2.5 h / 60 °C
3: 72 percent / 80percent aq. AcOH / 1.5 h / Heating
4: 96 percent / acetone / 2.5 h / Heating
5: 96 percent / Raney Ni / tetrahydrofuran / 2.5 h / Heating
View Scheme
参考文献
Raveendranath; Blazis; Agyei-Aye; Hebbler; Gentile; Hawkins; Johnson; Baker
Carbohydrate Research, 1994 , vol. 253, p. 207 - 223
反应条件
1: 82 percent / imidazole / dimethylformamide / 2.5 h / 60 °C
2: 72 percent / 80percent aq. AcOH / 1.5 h / Heating
3: 96 percent / acetone / 2.5 h / Heating
4: 96 percent / Raney Ni / tetrahydrofuran / 2.5 h / Heating
View Scheme
参考文献
Raveendranath; Blazis; Agyei-Aye; Hebbler; Gentile; Hawkins; Johnson; Baker
Carbohydrate Research, 1994 , vol. 253, p. 207 - 223
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 ;
反应条件
dihydrogen peroxide
T=0°C; Yield given;
参考文献
Hanessian, S.; Murray, P. J.
Tetrahedron, 1987 , vol. 43, # 21 p. 5055 - 5072
反应条件
1: CSA / 3 h / 25 °C
2: imidazole / dimethylformamide / 2 h / 25 °C
View Scheme
参考文献
Ishihara, Jun; Miyakawa, Jun; Tsujimoto, Takashi; Murai, Akio
Synlett, 1997 , # 12 p. 1417 - 1419
反应条件
1: 82 percent / imidazole / dimethylformamide / 2.5 h / 60 °C
2: 72 percent / 80percent aq. AcOH / 1.5 h / Heating
3: 96 percent / acetone / 2.5 h / Heating
4: 96 percent / Raney Ni / tetrahydrofuran / 2.5 h / Heating
View Scheme
参考文献
Raveendranath; Blazis; Agyei-Aye; Hebbler; Gentile; Hawkins; Johnson; Baker
Carbohydrate Research, 1994 , vol. 253, p. 207 - 223