2-methyl-6-[3-methyl-5-(2-trimethylsilanyl-ethoxy)-tetrahydro-furan-2-yl]-hexanoic acid benzyl ester

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Chemical Name:2-methyl-6-[3-methyl-5-(2-trimethylsilanyl-ethoxy)-tetrahydro-furan-2-yl]-hexanoic acid benzyl ester
CAS No.:503620-08-4
Molecular Formula:C₂₄H₄₀O₄Si
Molecular Weight:420.665
Hs Code.:

Synonyms:2-methyl-6-[3-methyl-5-(2-trimethylsilanyl-ethoxy)-tetrahydro-furan-2-yl]-hexanoic acid benzyl ester

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Chemical Property of 2-methyl-6-[3-methyl-5-(2-trimethylsilanyl-ethoxy)-tetrahydro-furan-2-yl]-hexanoic acid benzyl ester

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Technology Process of 2-methyl-6-[3-methyl-5-(2-trimethylsilanyl-ethoxy)-tetrahydro-furan-2-yl]-hexanoic acid benzyl ester

There total 9 articles about 2-methyl-6-[3-methyl-5-(2-trimethylsilanyl-ethoxy)-tetrahydro-furan-2-yl]-hexanoic acid benzyl 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:

: 503620-06-2
{2-[5-(2-benzyloxy-ethyl)-4-methyl-tetrahydro-furan-2-yloxy]-ethyl}-trimethyl-silane

: 503620-08-4
2-methyl-6-[3-methyl-5-(2-trimethylsilanyl-ethoxy)-tetrahydro-furan-2-yl]-hexanoic acid benzyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: H₂ / Pd/C / ethyl acetate / 12 h / 23 °C

2.1: (COCl)2; Et₃N; DMSO

3.1: 1.12 g / n-BuLi / tetrahydrofuran / 2 h / 0 °C

4.1: 96 percent / Cl₂(PCy₃)(IMes)Ru=CHPh / CH₂Cl₂ / 36 h / 40 °C

5.1: H₂ / Pd/C / ethyl acetate / 4 h / 23 °C

6.1: phenyllithium / tetrahydrofuran / 0.25 h / -20 °C

6.2: 320 mg / tetrahydrofuran / 7 h / -20 - 0 °C

With Cl₂(PCy₃)(N,N'-(Mes)2-imidazolidin-2-yl)Ru=CHC₆H₅; n-butyllithium; oxalyl dichloride; hydrogen; dimethyl sulfoxide; phenyllithium; triethylamine; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; ethyl acetate; 2.1: Swern oxidation / 3.1: Wittig olefination;
DOI:10.1021/ja021385j

Reference yield:

: [(2S,3S,5R)-3-Methyl-5-(2-trimethylsilanyl-ethoxy)-tetrahydro-furan-2-yl]-acetaldehyde

: 503620-08-4
2-methyl-6-[3-methyl-5-(2-trimethylsilanyl-ethoxy)-tetrahydro-furan-2-yl]-hexanoic acid benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: 1.12 g / n-BuLi / tetrahydrofuran / 2 h / 0 °C

2.1: 96 percent / Cl₂(PCy₃)(IMes)Ru=CHPh / CH₂Cl₂ / 36 h / 40 °C

3.1: H₂ / Pd/C / ethyl acetate / 4 h / 23 °C

4.1: phenyllithium / tetrahydrofuran / 0.25 h / -20 °C

4.2: 320 mg / tetrahydrofuran / 7 h / -20 - 0 °C

With Cl₂(PCy₃)(N,N'-(Mes)2-imidazolidin-2-yl)Ru=CHC₆H₅; n-butyllithium; hydrogen; phenyllithium; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; ethyl acetate; 1.1: Wittig olefination;
DOI:10.1021/ja021385j

Reference yield:

: (4S,5S)-5-(2-Benzyloxy-ethyl)-4-methyl-tetrahydro-furan-2-ol

: 503620-08-4
2-methyl-6-[3-methyl-5-(2-trimethylsilanyl-ethoxy)-tetrahydro-furan-2-yl]-hexanoic acid benzyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: p-TsOH; MgSO₄ / CH₂Cl₂ / 12 h / 20 °C

2.1: H₂ / Pd/C / ethyl acetate / 12 h / 23 °C

3.1: (COCl)2; Et₃N; DMSO

4.1: 1.12 g / n-BuLi / tetrahydrofuran / 2 h / 0 °C

5.1: 96 percent / Cl₂(PCy₃)(IMes)Ru=CHPh / CH₂Cl₂ / 36 h / 40 °C

6.1: H₂ / Pd/C / ethyl acetate / 4 h / 23 °C

7.1: phenyllithium / tetrahydrofuran / 0.25 h / -20 °C

7.2: 320 mg / tetrahydrofuran / 7 h / -20 - 0 °C

With Cl₂(PCy₃)(N,N'-(Mes)2-imidazolidin-2-yl)Ru=CHC₆H₅; n-butyllithium; oxalyl dichloride; hydrogen; magnesium sulfate; toluene-4-sulfonic acid; dimethyl sulfoxide; phenyllithium; triethylamine; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; ethyl acetate; 3.1: Swern oxidation / 4.1: Wittig olefination;
DOI:10.1021/ja021385j