methyl (E,E)-6-methyl-8-(benzyloxy)-2,6-octadienoate

Base Information

Chemical Name:methyl (E,E)-6-methyl-8-(benzyloxy)-2,6-octadienoate
CAS No.:100571-27-5
Molecular Formula:C₁₇H₂₂O₃
Molecular Weight:274.36
Hs Code.:

Synonyms:methyl (E,E)-6-methyl-8-(benzyloxy)-2,6-octadienoate

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Chemical Property of methyl (E,E)-6-methyl-8-(benzyloxy)-2,6-octadienoate

Chemical Property:

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Technology Process of methyl (E,E)-6-methyl-8-(benzyloxy)-2,6-octadienoate

There total 6 articles about methyl (E,E)-6-methyl-8-(benzyloxy)-2,6-octadienoate 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: 71.0%

: 32989-52-9
(E)-4-methyl-6-(phenylmethoxy)-4-hexenal

: 21204-67-1,2605-67-6
methyl (triphenylphosphoranylidene)acetate

: 100571-27-5
methyl (E,E)-6-methyl-8-(benzyloxy)-2,6-octadienoate

Guidance literature:: In dichloromethane; Ambient temperature;
DOI:10.1021/jo00356a022

Reference yield:

: 69857-25-6
methyl (E)-3-methyl-6-(tetrahydropyranyloxy)-2-hexenoate

: 100571-27-5
methyl (E,E)-6-methyl-8-(benzyloxy)-2,6-octadienoate

Guidance literature:: Multi-step reaction with 5 steps

1: 100 percent / i-Bu₂AlH / hexane; CH₂Cl₂ / 0.25 h / -78 °C

2: 1.) NaH / 1.) THF, RT, 2 h, 2.) THF, overnight

3: 100 percent / Bio Rad AG 50W-X₈ ion-exchange resin / methanol

4: 100 percent / oxalyl chloride, DMSO / CH₂Cl₂ / 0.33 h / -78 °C

5: 71 percent / CH₂Cl₂ / Ambient temperature

With oxalyl dichloride; Bio Rad AG 50W-X₈ ion-exchange resin; sodium hydride; diisobutylaluminium hydride; dimethyl sulfoxide; In methanol; hexane; dichloromethane;
DOI:10.1021/jo00356a022

Reference yield:

: 51755-88-5
methyl (E)-6-hydroxy-3-methyl-2-hexenoate

: 100571-27-5
methyl (E,E)-6-methyl-8-(benzyloxy)-2,6-octadienoate

Guidance literature:: Multi-step reaction with 6 steps

1: pyridinium p-toluenesulfonate / CH₂Cl₂ / Ambient temperature

2: 100 percent / i-Bu₂AlH / hexane; CH₂Cl₂ / 0.25 h / -78 °C

3: 1.) NaH / 1.) THF, RT, 2 h, 2.) THF, overnight

4: 100 percent / Bio Rad AG 50W-X₈ ion-exchange resin / methanol

5: 100 percent / oxalyl chloride, DMSO / CH₂Cl₂ / 0.33 h / -78 °C

6: 71 percent / CH₂Cl₂ / Ambient temperature

With oxalyl dichloride; Bio Rad AG 50W-X₈ ion-exchange resin; pyridinium p-toluenesulfonate; sodium hydride; diisobutylaluminium hydride; dimethyl sulfoxide; In methanol; hexane; dichloromethane;
DOI:10.1021/jo00356a022