(R)-4-Benzyl-3-{(S)-2-methyl-6-[(2S,3S,5R)-3-methyl-5-(2-trimethylsilanyl-ethoxy)-tetrahydro-furan-2-yl]-hexanoyl}-oxazolidin-2-one

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Chemical Name:(R)-4-Benzyl-3-{(S)-2-methyl-6-[(2S,3S,5R)-3-methyl-5-(2-trimethylsilanyl-ethoxy)-tetrahydro-furan-2-yl]-hexanoyl}-oxazolidin-2-one
CAS No.:503620-22-2
Molecular Formula:C₂₇H₄₃NO₅Si
Molecular Weight:489.728
Hs Code.:

Synonyms:(R)-4-Benzyl-3-{(S)-2-methyl-6-[(2S,3S,5R)-3-methyl-5-(2-trimethylsilanyl-ethoxy)-tetrahydro-furan-2-yl]-hexanoyl}-oxazolidin-2-one

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Chemical Property of (R)-4-Benzyl-3-{(S)-2-methyl-6-[(2S,3S,5R)-3-methyl-5-(2-trimethylsilanyl-ethoxy)-tetrahydro-furan-2-yl]-hexanoyl}-oxazolidin-2-one

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Technology Process of (R)-4-Benzyl-3-{(S)-2-methyl-6-[(2S,3S,5R)-3-methyl-5-(2-trimethylsilanyl-ethoxy)-tetrahydro-furan-2-yl]-hexanoyl}-oxazolidin-2-one

There total 8 articles about (R)-4-Benzyl-3-{(S)-2-methyl-6-[(2S,3S,5R)-3-methyl-5-(2-trimethylsilanyl-ethoxy)-tetrahydro-furan-2-yl]-hexanoyl}-oxazolidin-2-one 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:

: 503620-07-3
4-benzyl-3-{2-methyl-6-[3-methyl-5-(2-trimethylsilanyl-ethoxy)-tetrahydro-furan-2-yl]-hex-4-enoyl}-oxazolidin-2-one

: 503620-22-2
(R)-4-Benzyl-3-{(S)-2-methyl-6-[(2S,3S,5R)-3-methyl-5-(2-trimethylsilanyl-ethoxy)-tetrahydro-furan-2-yl]-hexanoyl}-oxazolidin-2-one

Guidance literature:: With hydrogen; palladium on activated charcoal; In ethyl acetate; at 23 ℃; for 4h;
DOI:10.1021/ja021385j

Reference yield:

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

: 503620-22-2
(R)-4-Benzyl-3-{(S)-2-methyl-6-[(2S,3S,5R)-3-methyl-5-(2-trimethylsilanyl-ethoxy)-tetrahydro-furan-2-yl]-hexanoyl}-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 5 steps

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

2: (COCl)2; Et₃N; DMSO

3: 1.12 g / n-BuLi / tetrahydrofuran / 2 h / 0 °C

4: 96 percent / Cl₂(PCy₃)(IMes)Ru=CHPh / CH₂Cl₂ / 36 h / 40 °C

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

With Cl₂(PCy₃)(N,N'-(Mes)2-imidazolidin-2-yl)Ru=CHC₆H₅; n-butyllithium; oxalyl dichloride; hydrogen; dimethyl sulfoxide; triethylamine; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; ethyl acetate; 2: Swern oxidation / 3: Wittig olefination;
DOI:10.1021/ja021385j

Reference yield:

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

: 503620-22-2
(R)-4-Benzyl-3-{(S)-2-methyl-6-[(2S,3S,5R)-3-methyl-5-(2-trimethylsilanyl-ethoxy)-tetrahydro-furan-2-yl]-hexanoyl}-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 3 steps

1: 1.12 g / n-BuLi / tetrahydrofuran / 2 h / 0 °C

2: 96 percent / Cl₂(PCy₃)(IMes)Ru=CHPh / CH₂Cl₂ / 36 h / 40 °C

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

With Cl₂(PCy₃)(N,N'-(Mes)2-imidazolidin-2-yl)Ru=CHC₆H₅; n-butyllithium; hydrogen; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; ethyl acetate; 1: Wittig olefination;
DOI:10.1021/ja021385j