ChemicalBook CAS DataBase List Solanesol

Solanesol synthesis

14synthesis methods

Product Name:Solanesol
CAS Number:13190-97-1
Molecular formula:C45H74O
Molecular Weight:631.07

105-87-3 Synthesis

105-87-3
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$8.00/25g

13190-97-1
347 suppliers
$30.00/20mg

Yield:-

Steps:

Multi-step reaction with 14 steps
1: 44 percent / SeO₂ / aq. ethanol / 9 h / Heating
2: 72 percent / NaBH₄ / methanol / 5 h / -10 °C
3: 94 percent / PBr₃, pyridine / diethyl ether / 6 h / 0 °C
4: 1.) n-BuLi / 1.) THF, HMPA, hexane, -78 deg C, 1.5 h, 2.) 6 h
5: 5percent sodium amalgam, disodium hydrogen phosphate / methanol / 2 h / 0 °C
6: 91 percent / PBr₃, pyridine / diethyl ether / 6 h / -5 °C
7: 78 percent / dimethylformamide / 24 h / Ambient temperature
8: 1.) n-BuLi, 3.) H₂O, KOH
9: 63 percent / Li, ethylamine / diethyl ether / 1 h / -78 °C
10: 1.) PBr₃, pyridine / 1.) ether, 2.) DMF, ambient temperature
11: 1.) n-BuLi, 3.) H₂O, KOH
12: 70 percent / Li, ethylamine / diethyl ether
13: 1.) n-BuLi / 1.) THF, HMPA, 2.) -78 deg C
14: 50 percent / Li, ethylamine / diethyl ether / -78 °C

References:

Sato, Kikumasa;Inoue, Seiichi;Onishi, Akira;Uchida, Nobuhiko;Minowa, Nobuto [Journal of the Chemical Society. Perkin transactions I,1981,p. 761 - 769]