6-methyl-3-{3-methyl-6-[5-(2-methyl-propenyl)-furan-3-yl]-(E)-2-hexenyl}-2,4-bis-(2-trimethylsilanyl-ethoxymethoxy)-benzoic acid methyl ester

Base Information

Chemical Name:6-methyl-3-{3-methyl-6-[5-(2-methyl-propenyl)-furan-3-yl]-(E)-2-hexenyl}-2,4-bis-(2-trimethylsilanyl-ethoxymethoxy)-benzoic acid methyl ester
CAS No.:288098-06-6
Molecular Formula:C₃₆H₅₈O₇Si₂
Molecular Weight:659.023
Hs Code.:

Synonyms:6-methyl-3-{3-methyl-6-[5-(2-methyl-propenyl)-furan-3-yl]-(E)-2-hexenyl}-2,4-bis-(2-trimethylsilanyl-ethoxymethoxy)-benzoic acid methyl ester

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Chemical Property of 6-methyl-3-{3-methyl-6-[5-(2-methyl-propenyl)-furan-3-yl]-(E)-2-hexenyl}-2,4-bis-(2-trimethylsilanyl-ethoxymethoxy)-benzoic acid methyl ester

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Technology Process of 6-methyl-3-{3-methyl-6-[5-(2-methyl-propenyl)-furan-3-yl]-(E)-2-hexenyl}-2,4-bis-(2-trimethylsilanyl-ethoxymethoxy)-benzoic acid methyl ester

There total 17 articles about 6-methyl-3-{3-methyl-6-[5-(2-methyl-propenyl)-furan-3-yl]-(E)-2-hexenyl}-2,4-bis-(2-trimethylsilanyl-ethoxymethoxy)-benzoic acid methyl ester 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:

: 288098-05-5
3-{(E)-5-Benzenesulfonyl-3-methyl-6-[5-(2-methyl-propenyl)-furan-3-yl]-hex-2-enyl}-6-methyl-2,4-bis-(2-trimethylsilanyl-ethoxymethoxy)-benzoic acid methyl ester

: 288098-06-6
6-methyl-3-{3-methyl-6-[5-(2-methyl-propenyl)-furan-3-yl]-(E)-2-hexenyl}-2,4-bis-(2-trimethylsilanyl-ethoxymethoxy)-benzoic acid methyl ester

Guidance literature:: With disodium hydrogenphosphate; sodium amalgam; In methanol; at 20 ℃; for 5h;
DOI:10.1021/ol0061236

Reference yield:

: 288097-98-3
tert-butyl-{2-[3-(4-methoxy-benzyloxymethyl)-oxiran-2-yl]-allyloxy}-dimethylsilane

: 288098-06-6
6-methyl-3-{3-methyl-6-[5-(2-methyl-propenyl)-furan-3-yl]-(E)-2-hexenyl}-2,4-bis-(2-trimethylsilanyl-ethoxymethoxy)-benzoic acid methyl ester

Guidance literature:: Multi-step reaction with 11 steps

1.1: 98 percent / dppe / Pd(PPh₃)4 / tetrahydrofuran / 14 h / 20 °C

2.1: 91 percent / pyridinium tosylate / CH₂Cl₂ / 4 h / 0 - 20 °C

3.1: 95 percent / n-Bu₄NF*3H₂O / tetrahydrofuran / 16 h / 50 °C

4.1: MnO₂ / CH₂Cl₂ / 3 h / 20 °C

5.1: 730 mg / aq. HCl / ethyl acetate / 12 h / 20 °C

6.1: DDQ; H₂O / CH₂Cl₂ / 7 h / 0 °C

7.1: MnO₂ / CH₂Cl₂ / 3 h / 20 °C

8.1: 280 mg / tetrahydrofuran; hexane / 14 h / 0 °C

9.1: 96 percent / Al; aq. HgCl₂ / tetrahydrofuran / 3 h / 20 °C

10.1: n-BuLi / tetrahydrofuran; hexane / 0.08 h / 0 °C

10.2: HMPA / tetrahydrofuran; hexane / -78 - 20 °C

11.1: 26 mg / Na(Hg); Na₂HPO₄ / methanol / 5 h / 20 °C

With hydrogenchloride; manganese(IV) oxide; disodium hydrogenphosphate; n-butyllithium; sodium amalgam; tetrabutyl ammonium fluoride; water; pyridinium p-toluenesulfonate; aluminium; 2,3-dicyano-5,6-dichloro-p-benzoquinone; 1,2-bis-(diphenylphosphino)ethane; mercury dichloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; hexane; dichloromethane; ethyl acetate; 1.1: Ring cleavage / 2.1: Addition / 3.1: desilylation / 4.1: Oxidation / 5.1: Cyclization / 6.1: Substitution / 7.1: Oxidation / 8.1: Wittig reaction / 9.1: Substitution / 10.1: Metallation / 10.2: Alkylation / 11.1: desulfonization;
DOI:10.1021/ol0061236

Reference yield:

: (E)-2-(2,2-Bis-benzenesulfonyl-ethyl)-5-(4-methoxy-benzyloxy)-4-(tetrahydro-pyran-2-yloxy)-pent-2-enal

: 288098-06-6
6-methyl-3-{3-methyl-6-[5-(2-methyl-propenyl)-furan-3-yl]-(E)-2-hexenyl}-2,4-bis-(2-trimethylsilanyl-ethoxymethoxy)-benzoic acid methyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: 730 mg / aq. HCl / ethyl acetate / 12 h / 20 °C

2.1: DDQ; H₂O / CH₂Cl₂ / 7 h / 0 °C

3.1: MnO₂ / CH₂Cl₂ / 3 h / 20 °C

4.1: 280 mg / tetrahydrofuran; hexane / 14 h / 0 °C

5.1: 96 percent / Al; aq. HgCl₂ / tetrahydrofuran / 3 h / 20 °C

6.1: n-BuLi / tetrahydrofuran; hexane / 0.08 h / 0 °C

6.2: HMPA / tetrahydrofuran; hexane / -78 - 20 °C

7.1: 26 mg / Na(Hg); Na₂HPO₄ / methanol / 5 h / 20 °C

With hydrogenchloride; manganese(IV) oxide; disodium hydrogenphosphate; n-butyllithium; sodium amalgam; water; aluminium; 2,3-dicyano-5,6-dichloro-p-benzoquinone; mercury dichloride; In tetrahydrofuran; methanol; hexane; dichloromethane; ethyl acetate; 1.1: Cyclization / 2.1: Substitution / 3.1: Oxidation / 4.1: Wittig reaction / 5.1: Substitution / 6.1: Metallation / 6.2: Alkylation / 7.1: desulfonization;
DOI:10.1021/ol0061236