(E)-(2S,3R,7S)-1-((S)-4-Benzyl-5,5-diphenyl-2-thioxo-oxazolidin-3-yl)-7-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-9-(4-methoxy-benzyloxy)-2-methyl-6-methylene-non-4-en-1-one

Base Information

Chemical Name:(E)-(2S,3R,7S)-1-((S)-4-Benzyl-5,5-diphenyl-2-thioxo-oxazolidin-3-yl)-7-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-9-(4-methoxy-benzyloxy)-2-methyl-6-methylene-non-4-en-1-one
CAS No.:900796-62-5
Molecular Formula:C₄₇H₅₇NO₆SSi
Molecular Weight:792.124
Hs Code.:

(E)-(2S,3R,7S)-1-((S)-4-Benzyl-5,5-diphenyl-2-thioxo-oxazolidin-3-yl)-7-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-9-(4-methoxy-benzyloxy)-2-methyl-6-methylene-non-4-en-1-one

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Chemical Property of (E)-(2S,3R,7S)-1-((S)-4-Benzyl-5,5-diphenyl-2-thioxo-oxazolidin-3-yl)-7-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-9-(4-methoxy-benzyloxy)-2-methyl-6-methylene-non-4-en-1-one

Chemical Property:

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Technology Process of (E)-(2S,3R,7S)-1-((S)-4-Benzyl-5,5-diphenyl-2-thioxo-oxazolidin-3-yl)-7-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-9-(4-methoxy-benzyloxy)-2-methyl-6-methylene-non-4-en-1-one

There total 8 articles about (E)-(2S,3R,7S)-1-((S)-4-Benzyl-5,5-diphenyl-2-thioxo-oxazolidin-3-yl)-7-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-9-(4-methoxy-benzyloxy)-2-methyl-6-methylene-non-4-en-1-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:

: 128461-65-4
3-(p-methoxybenzyloxy)propanal

: 900796-62-5
(E)-(2S,3R,7S)-1-((S)-4-Benzyl-5,5-diphenyl-2-thioxo-oxazolidin-3-yl)-7-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-9-(4-methoxy-benzyloxy)-2-methyl-6-methylene-non-4-en-1-one

Guidance literature:: Multi-step reaction with 8 steps

1: 62 percent / 3-hydroxy-quinuclidine

2: 90 percent / imidazole; DMAP / dimethylformamide / 16 h / 20 °C

3: DIBAL / CH₂Cl₂

4: MnO₂ / CH₂Cl₂ / Heating

5: 83 percent / BuLi / tetrahydrofuran

6: DIBAL / CH₂Cl₂ / 1 h

7: MnO₂ / CH₂Cl₂ / 4 h / Heating

8: TiCl₄; iPr₂NEt / CH₂Cl₂ / -78 °C

With 1H-imidazole; dmap; manganese(IV) oxide; n-butyllithium; titanium tetrachloride; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; 3-quinuclidinol; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 1: Baylis-Hillman reaction / 5: Wittig-Horner reaction;
DOI:10.1016/j.tetlet.2006.04.071

Reference yield:

: 1-((S)-4-Benzyl-5,5-diphenyl-2-thioxo-oxazolidin-3-yl)-propan-1-one

: 900796-51-2
4-[1-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-propyl]-penta-2,4-dienal

: 900796-62-5
(E)-(2S,3R,7S)-1-((S)-4-Benzyl-5,5-diphenyl-2-thioxo-oxazolidin-3-yl)-7-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-9-(4-methoxy-benzyloxy)-2-methyl-6-methylene-non-4-en-1-one

: 900796-61-4
(E)-(2S,3R,7R)-1-((S)-4-Benzyl-5,5-diphenyl-2-thioxo-oxazolidin-3-yl)-7-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-9-(4-methoxy-benzyloxy)-2-methyl-6-methylene-non-4-en-1-one

Guidance literature:: With titanium tetrachloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; at -78 ℃;
DOI:10.1016/j.tetlet.2006.04.071

Reference yield:

: 900796-49-8
2-[1-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-propyl]-propenal

: 900796-62-5
(E)-(2S,3R,7S)-1-((S)-4-Benzyl-5,5-diphenyl-2-thioxo-oxazolidin-3-yl)-7-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-9-(4-methoxy-benzyloxy)-2-methyl-6-methylene-non-4-en-1-one

Guidance literature:: Multi-step reaction with 4 steps

1: 83 percent / BuLi / tetrahydrofuran

2: DIBAL / CH₂Cl₂ / 1 h

3: MnO₂ / CH₂Cl₂ / 4 h / Heating

4: TiCl₄; iPr₂NEt / CH₂Cl₂ / -78 °C

With manganese(IV) oxide; n-butyllithium; titanium tetrachloride; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; 1: Wittig-Horner reaction;
DOI:10.1016/j.tetlet.2006.04.071