Electric Literature of 24034-73-9 , The common heterocyclic compound, 24034-73-9, name is (2E,6E,10E)-3,7,11,15-Tetramethylhexadeca-2,6,10,14-tetraen-1-ol, molecular formula is C20H34O, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.
[0294] The resulting 2E-conjugated ester 8 was reduced to the corresponding 2E-alcohol 9 by means of a lithium aluminum hydride (LAtI) treatment, which was then converted into the corresponding 2E,6ES 1 QE-geranylgeranyS bromide 10 by means of phosphorus tribromide (PBr3) treatment in ethyl ether (EE) or with Ph3P and CBr4 in acetonitriie (ACN) at 0C. Furthermore, the interaction of carbanion (derived from ethyl acetoacetate 5 and sodium ethoxide) with the bromide 10 at 0C afforded the desired 2E.6E, 10E-gerany{geranyl ketoester 11, a precursor needed for 5E.9E, 13E-geraByigeranyl acetone 1. The subsequent ester hydrolysis and decarboxylation of ketoester 11 using aq. 5N KOH at 80C yielded the requisite 5E.9E, 13E-geranyJgeranyl acetone 1. TLC Rf: 0.28 (5% Ethyl Acetate in Hexanes); LC Retention time: 16.68 min; MS (m e): 313 [M – 18 + H]+, 331 (MH]+, 353 [M – Kj,
The synthetic route of 24034-73-9 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; COYOTE PHARMACEUTICALS, INC.; SERIZAWA, Hiroaki; WO2014/107686; (2014); A1;,
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