[(2E,6E)-8-(3-Allyloxy-2,5-dimethoxy-phenyl)-2,6-dimethyl-octa-2,6-dienyloxy]-tert-butyl-dimethyl-silane

Base Information

Chemical Name:[(2E,6E)-8-(3-Allyloxy-2,5-dimethoxy-phenyl)-2,6-dimethyl-octa-2,6-dienyloxy]-tert-butyl-dimethyl-silane
CAS No.:259177-39-4
Molecular Formula:C₂₇H₄₄O₄Si
Molecular Weight:460.729
Hs Code.:

Synonyms:[(2E,6E)-8-(3-Allyloxy-2,5-dimethoxy-phenyl)-2,6-dimethyl-octa-2,6-dienyloxy]-tert-butyl-dimethyl-silane

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Chemical Property of [(2E,6E)-8-(3-Allyloxy-2,5-dimethoxy-phenyl)-2,6-dimethyl-octa-2,6-dienyloxy]-tert-butyl-dimethyl-silane

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Technology Process of [(2E,6E)-8-(3-Allyloxy-2,5-dimethoxy-phenyl)-2,6-dimethyl-octa-2,6-dienyloxy]-tert-butyl-dimethyl-silane

There total 1 articles about [(2E,6E)-8-(3-Allyloxy-2,5-dimethoxy-phenyl)-2,6-dimethyl-octa-2,6-dienyloxy]-tert-butyl-dimethyl-silane which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 74.0%

: 73696-93-2
(2E,6E)-1-Bromo-8-<(tert-butyl)dimethylsilyloxy>-3,7-dimethylocta-2,6-diene

: 1-allyloxy-3-bromo-2,5-dimethoxy-benzene

: 259177-39-4
[(2E,6E)-8-(3-Allyloxy-2,5-dimethoxy-phenyl)-2,6-dimethyl-octa-2,6-dienyloxy]-tert-butyl-dimethyl-silane

Guidance literature:: 1-allyloxy-3-bromo-2,5-dimethoxy-benzene; With dilithium tetrachlorocuprate; tert.-butyl lithium; In tetrahydrofuran; at -78 ℃;

(2E,6E)-1-Bromo-8-<(tert-butyl)dimethylsilyloxy>-3,7-dimethylocta-2,6-diene; In tetrahydrofuran; at -78 - 23 ℃;
DOI:10.1021/ja9934091

Reference yield: 80.0%

: 259177-39-4
[(2E,6E)-8-(3-Allyloxy-2,5-dimethoxy-phenyl)-2,6-dimethyl-octa-2,6-dienyloxy]-tert-butyl-dimethyl-silane

: 259177-40-7
(2E,6E)-8-(3-Allyloxy-2,5-dimethoxy-phenyl)-2,6-dimethyl-octa-2,6-dien-1-ol

Guidance literature:: With tetrabutyl ammonium fluoride;
DOI:10.1021/ja9934091

Reference yield:

: 259177-39-4
[(2E,6E)-8-(3-Allyloxy-2,5-dimethoxy-phenyl)-2,6-dimethyl-octa-2,6-dienyloxy]-tert-butyl-dimethyl-silane

: 259177-45-2
{(2S,3S)-3-[(3E,7E,11E)-13-(3-Allyloxy-2,5-dimethoxy-phenyl)-3,7,11-trimethyl-trideca-3,7,11-trienyl]-2-methyl-oxiranyl}-methanol

Guidance literature:: Multi-step reaction with 8 steps

1.1: 80 percent / TBAF

2.1: 95 percent

3.1: LiBr

4.1: t-BuOK / tetrahydrofuran; dimethylformamide / -20 °C

4.2: 100 percent / tetrahydrofuran; dimethylformamide / -20 °C

5.1: Pd(dppp),; LiEt₃BH / 0 °C

6.1: K₂CO₃

7.1: pTsOH,; MeOH

8.1: (+)-diethyltartrate,; t-BuO₂H,; Ti(iPrO)4

With titanium(IV) isopropylate; methanol; tert.-butylhydroperoxide; Pd(dppp); potassium tert-butylate; tetrabutyl ammonium fluoride; lithium triethylborohydride; potassium carbonate; toluene-4-sulfonic acid; (+)-Weinsaeure-diethylester; lithium bromide; In tetrahydrofuran; N,N-dimethyl-formamide; 1.1: desilylation / 2.1: mesylation / 3.1: Substitution / 4.1: Metallation / 4.2: Alkylation / 5.1: Reduction / 6.1: allylation / 7.1: desilylation / 8.1: Epoxidation;
DOI:10.1021/ja9934091