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

Base Information

Chemical Name: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
CAS No.:288098-05-5
Molecular Formula:C₄₂H₆₂O₉SSi₂
Molecular Weight:799.186
Hs Code.:

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

Synonyms: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

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Chemical Property of 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

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Technology Process of 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

There total 15 articles about 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 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:

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

: 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

Guidance literature:: Multi-step reaction with 10 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

With hydrogenchloride; manganese(IV) oxide; n-butyllithium; 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; 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;
DOI:10.1021/ol0061236

Reference yield:

: 288097-97-2
3-((E)-4-bromo-3-methyl-but-2-enyl)-6-methyl-2,4-bis-(2-trimethylsilanyl-ethoxymethoxy)-benzoic acid methyl ester

: 288098-80-6
4-(2-phenylsulfonyl-ethyl)-2-(2-methyl-propenyl)-furan

: 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

Guidance literature:: 4-(2-phenylsulfonyl-ethyl)-2-(2-methyl-propenyl)-furan; With n-butyllithium; In tetrahydrofuran; hexane; at 0 ℃; for 0.0833333h;

3-((E)-4-bromo-3-methyl-but-2-enyl)-6-methyl-2,4-bis-(2-trimethylsilanyl-ethoxymethoxy)-benzoic acid methyl ester; With N,N,N,N,N,N-hexamethylphosphoric triamide; In tetrahydrofuran; hexane; at -78 - 20 ℃; Further stages.;
DOI:10.1021/ol0061236

Reference yield:

: 288097-94-9
methyl 6-methyl-3-(3-methyl-but-2-enyl)-2,4-bis-(2-trimethylsilanyl-ethoxymethoxy)benzoate

: 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

Guidance literature:: Multi-step reaction with 3 steps

1.1: 61 percent / SeO₂; aq. t-BuOOH / CH₂Cl₂ / 6 h / 20 °C

2.1: 76 percent / Et₃N; MeSO₂Cl / CH₂Cl₂; tetrahydrofuran / 1 h / 0 °C

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

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

With tert.-butylhydroperoxide; n-butyllithium; selenium(IV) oxide; methanesulfonyl chloride; triethylamine; In tetrahydrofuran; hexane; dichloromethane; 1.1: Oxidation / 2.1: Substitution / 3.1: Metallation / 3.2: Alkylation;
DOI:10.1021/ol0061236