(2Z,6E)-3,7,11-三甲基十二碳-2,6,10-三烯-1-醇合成路线 (共 30 条)
反应条件
1: 86 percent / 1.) n-BuLi, 2.) Li / 1.) THF-hexane, 0 deg C, 2.) NH3 liq.m, -70 deg C, 5 min
2: 70 percent / 1.) n-BuLi / 1.) THF-hexane, -45 deg C, 40 min, 2.) -45 deg C, 40 min; -> 10 deg C 1 h
3: Na, DB18C6 / liquid ammonia / 0.17 h / -65 °C
View Scheme
参考文献
Moiseenkov, A. M.; Polunin, E. V.
Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science (English Translation), 1983 , vol. 32, p. 1412 - 1417
Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1983 , # 7 p. 1562 - 1568
反应条件
diisobutylaluminium hydride
Product distribution / selectivity;
参考文献
OREGON HEALTH and SCIENCE UNIVERSITY
Patent: WO2006/86372 A2, 2006 ;
Location in patent: Page/Page column 33 ;
反应条件
water; alkaline phosphatase
T=37°C; Enzymatic reaction;
参考文献
Nagaki, Masahiko; Ichijo, Takumi; Kobashi, Rikiya; Yagihashi, Yusuke; Musashi, Tohru; Kawakami, Jun; Ohya, Norimasa; Gotoh, Takeshi; Sagami, Hiroshi
Journal of Molecular Catalysis B: Enzymatic, 2012 , vol. 80, p. 1 - 6
反应条件
chloro-(2-methylpropyl)magnesium; bis(cyclopentadienyl)titanium dichloride
1) ether, 20 deg C, 2) THF, 0 deg C, then r.t.; Multistep reaction;
参考文献
Sato, Fumie; Ishikawa, Hiroaki; Watanabe, Hiroshi; Miyake, Tooru; Sato, Masao
Journal of the Chemical Society, Chemical Communications, 1981 , # 14 p. 718 - 720
反应条件
1: recombinant Thermobifida fusca Z-farnesyl diphosphate synthase; tris(hydroxymethyl)methylamine hydrochloride; 2-hydroxyethanethiol; magnesium chloride / water / 6 h / 37 °C / pH 7.5 / Enzymatic reaction
2: water; alkaline phosphatase / 37 °C / Enzymatic reaction
View Scheme
参考文献
Nagaki, Masahiko; Ichijo, Takumi; Kobashi, Rikiya; Yagihashi, Yusuke; Musashi, Tohru; Kawakami, Jun; Ohya, Norimasa; Gotoh, Takeshi; Sagami, Hiroshi
Journal of Molecular Catalysis B: Enzymatic, 2012 , vol. 80, p. 1 - 6
反应条件
lithium aluminium tetrahydride
2) ether, 0 degC, 2.5H; Multistep reaction;
参考文献
Saplay, K. M.; Damodaran, N. P.; Dev, Sukh
Tetrahedron, 1983 , vol. 39, # 48 p. 2999 - 3004
反应条件
1.1: 1-methyl-4-(1,5-dimethyl-1-hydroxyhex-4(5)-enyl)cyclohexen-1; bis(acetylacetonate)oxovanadium / 7 h / 174 - 176 °C / 18.75 Torr
2.1: hexane / 21 h / 10 - 15 °C
2.2: 2.25 h / 20 - 40 °C
View Scheme
参考文献
Siewert, Jürgen; Wilkening, Burghard
Patent: US2013/289317 A1, 2013 ;
反应条件
water in acetone
T=90°C; 24 h; Yield given. Further byproducts given. Yields of byproduct given. Title compound not separated from byproducts;
参考文献
Fourneron, Jean-Dominique; Julia, Marc
Bulletin de la Societe Chimique de France, 1981 , vol. 2, # 9-10 p. 387 - 392
反应条件
water in acetone
T=70°C; 24 h; variation of temperature; investigation of cyclisation; Product distribution;
参考文献
Fourneron, Jean-Dominique; Julia, Marc
Bulletin de la Societe Chimique de France, 1981 , vol. 2, # 9-10 p. 387 - 392
反应条件
tobacco 5-epi-aristolochene synthase
Enzymatic reaction; Kinetics;
参考文献
Noel, Joseph P.; Dellas, Nikki; Faraldos, Juan A.; Zhao, Marylin; Hess, B. Andes; Smentek, Lidia; Coates, Robert M.; O'Maille, Paul E.
ACS Chemical Biology, 2010 , vol. 5, # 4 p. 377 - 392