(R)-3-{(S)-3-Benzyloxy-2-[(1R,2S)-2-(4-methoxy-benzyloxy)-4-methyl-1-triisopropylsilanyloxymethyl-pent-4-enyloxy]-propionyl}-4-isopropyl-oxazolidin-2-one

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Chemical Name:(R)-3-{(S)-3-Benzyloxy-2-[(1R,2S)-2-(4-methoxy-benzyloxy)-4-methyl-1-triisopropylsilanyloxymethyl-pent-4-enyloxy]-propionyl}-4-isopropyl-oxazolidin-2-one
CAS No.:865540-40-5
Molecular Formula:C₄₀H₆₁NO₈Si
Molecular Weight:712.012
Hs Code.:

(R)-3-{(S)-3-Benzyloxy-2-[(1R,2S)-2-(4-methoxy-benzyloxy)-4-methyl-1-triisopropylsilanyloxymethyl-pent-4-enyloxy]-propionyl}-4-isopropyl-oxazolidin-2-one

Synonyms:(R)-3-{(S)-3-Benzyloxy-2-[(1R,2S)-2-(4-methoxy-benzyloxy)-4-methyl-1-triisopropylsilanyloxymethyl-pent-4-enyloxy]-propionyl}-4-isopropyl-oxazolidin-2-one

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Chemical Property of (R)-3-{(S)-3-Benzyloxy-2-[(1R,2S)-2-(4-methoxy-benzyloxy)-4-methyl-1-triisopropylsilanyloxymethyl-pent-4-enyloxy]-propionyl}-4-isopropyl-oxazolidin-2-one

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Technology Process of (R)-3-{(S)-3-Benzyloxy-2-[(1R,2S)-2-(4-methoxy-benzyloxy)-4-methyl-1-triisopropylsilanyloxymethyl-pent-4-enyloxy]-propionyl}-4-isopropyl-oxazolidin-2-one

There total 13 articles about (R)-3-{(S)-3-Benzyloxy-2-[(1R,2S)-2-(4-methoxy-benzyloxy)-4-methyl-1-triisopropylsilanyloxymethyl-pent-4-enyloxy]-propionyl}-4-isopropyl-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: 93.0%

: 865540-16-5
(R)-4-Isopropyl-3-{2-[(1R,2S)-2-(4-methoxy-benzyloxy)-4-methyl-1-triisopropylsilanyloxymethyl-pent-4-enyloxy]-acetyl}-oxazolidin-2-one

: 17482-09-6
benzyl iodomethyl ether

: 865540-40-5
(R)-3-{(S)-3-Benzyloxy-2-[(1R,2S)-2-(4-methoxy-benzyloxy)-4-methyl-1-triisopropylsilanyloxymethyl-pent-4-enyloxy]-propionyl}-4-isopropyl-oxazolidin-2-one

Guidance literature:: (R)-4-Isopropyl-3-{2-[(1R,2S)-2-(4-methoxy-benzyloxy)-4-methyl-1-triisopropylsilanyloxymethyl-pent-4-enyloxy]-acetyl}-oxazolidin-2-one; With sodium hexamethyldisilazane; In tetrahydrofuran; toluene; at -78 ℃; for 0.75h;

benzyl iodomethyl ether; In tetrahydrofuran; toluene; at -78 ℃; for 0.5h;
DOI:10.1021/ol051543m

Reference yield: 93.0%

: 865540-16-5
(R)-4-Isopropyl-3-{2-[(1R,2S)-2-(4-methoxy-benzyloxy)-4-methyl-1-triisopropylsilanyloxymethyl-pent-4-enyloxy]-acetyl}-oxazolidin-2-one

: 2749-70-4
bis(benzyloxy)methane

: 865540-40-5
(R)-3-{(S)-3-Benzyloxy-2-[(1R,2S)-2-(4-methoxy-benzyloxy)-4-methyl-1-triisopropylsilanyloxymethyl-pent-4-enyloxy]-propionyl}-4-isopropyl-oxazolidin-2-one

Guidance literature:: (R)-4-Isopropyl-3-{2-[(1R,2S)-2-(4-methoxy-benzyloxy)-4-methyl-1-triisopropylsilanyloxymethyl-pent-4-enyloxy]-acetyl}-oxazolidin-2-one; With sodium hexamethyldisilazane; In tetrahydrofuran; toluene; at -78 ℃; for 1.08333h; Inert atmosphere;

bis(benzyloxy)methane; With trimethylsilyl iodide; In tetrahydrofuran; hexane; toluene; at -78 - 0 ℃; Inert atmosphere;
DOI:10.1002/chem.200900776

Reference yield:

: 865540-35-8
2,7-dimethylocta-1,7-diene-4,5-diol

: 865540-40-5
(R)-3-{(S)-3-Benzyloxy-2-[(1R,2S)-2-(4-methoxy-benzyloxy)-4-methyl-1-triisopropylsilanyloxymethyl-pent-4-enyloxy]-propionyl}-4-isopropyl-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 9 steps

1.1: sodium periodate; buffer / CH₂Cl₂ / 0 - 20 °C / pH 4

2.1: TiCl₄; (-)-sparteine / CH₂Cl₂ / 1 h / -78 °C

2.2: CH₂Cl₂ / 0.5 h / -78 °C

2.3: 0.128 g / lithium borohydride / diethyl ether; methanol; tetrahydrofuran / 1 h / 0 °C

3.1: 95 percent / imidazole / dimethylformamide / 15 h / 20 °C

4.1: 86 percent / sodium hydride / dimethylformamide; various solvent(s) / 0 - 20 °C

5.1: 86 percent / Ti(Oi-Pr)4; n-BuMgCl / diethyl ether / 0 °C

6.1: sodium hydride / tetrahydrofuran; various solvent(s) / 0.17 h / 0 °C

6.2: 91 percent / tetrahydrofuran; various solvent(s); dimethylformamide / 0 - 20 °C

7.1: triethylamine / tetrahydrofuran / -78 - 0 °C

8.1: 90 percent / n-BuLi / tetrahydrofuran; hexane / 1 h / -78 °C

9.1: sodium bis(trimethylsilyl)amide / tetrahydrofuran; toluene / 0.75 h / -78 °C

9.2: 93 percent / tetrahydrofuran; toluene / 0.5 h / -78 °C

With 1H-imidazole; titanium(IV) isopropylate; sodium periodate; n-butyllithium; butyl magnesium bromide; sodium hexamethyldisilazane; titanium tetrachloride; sodium hydride; triethylamine; (-)-sparteine; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/ol051543m