3-[(2E,8E,10E)-11-(3,5-Bis-methoxymethoxy-phenyl)-4-(tert-butyl-dimethyl-silanyloxy)-undeca-2,8,10-trienoyl]-oxazolidin-2-one

Base Information

Chemical Name:3-[(2E,8E,10E)-11-(3,5-Bis-methoxymethoxy-phenyl)-4-(tert-butyl-dimethyl-silanyloxy)-undeca-2,8,10-trienoyl]-oxazolidin-2-one
CAS No.:912369-57-4
Molecular Formula:C₃₀H₄₅NO₈Si
Molecular Weight:575.775
Hs Code.:

Synonyms:3-[(2E,8E,10E)-11-(3,5-Bis-methoxymethoxy-phenyl)-4-(tert-butyl-dimethyl-silanyloxy)-undeca-2,8,10-trienoyl]-oxazolidin-2-one

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Chemical Property of 3-[(2E,8E,10E)-11-(3,5-Bis-methoxymethoxy-phenyl)-4-(tert-butyl-dimethyl-silanyloxy)-undeca-2,8,10-trienoyl]-oxazolidin-2-one

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Technology Process of 3-[(2E,8E,10E)-11-(3,5-Bis-methoxymethoxy-phenyl)-4-(tert-butyl-dimethyl-silanyloxy)-undeca-2,8,10-trienoyl]-oxazolidin-2-one

There total 8 articles about 3-[(2E,8E,10E)-11-(3,5-Bis-methoxymethoxy-phenyl)-4-(tert-butyl-dimethyl-silanyloxy)-undeca-2,8,10-trienoyl]-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: 91.0%

: 912369-58-5
(6E,8E)-9-(3,5-Bis-methoxymethoxy-phenyl)-2-(tert-butyl-dimethyl-silanyloxy)-nona-6,8-dienal

: 186754-84-7
[2-Oxo-2-(2-oxo-oxazolidin-3-yl)-ethyl]-phosphonic acid dimethyl ester

: 912369-57-4
3-[(2E,8E,10E)-11-(3,5-Bis-methoxymethoxy-phenyl)-4-(tert-butyl-dimethyl-silanyloxy)-undeca-2,8,10-trienoyl]-oxazolidin-2-one

Guidance literature:: With triethylamine; lithium chloride; In acetonitrile; at 20 ℃;
DOI:10.1016/j.tetlet.2006.07.012

Reference yield:

: [7-(tert-butyl-dimethyl-silanyloxy)-hept-2-enyl]-phosphonic acid dimethyl ester

: 912369-57-4
3-[(2E,8E,10E)-11-(3,5-Bis-methoxymethoxy-phenyl)-4-(tert-butyl-dimethyl-silanyloxy)-undeca-2,8,10-trienoyl]-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 7 steps

1: 80 percent / tBuOK / tetrahydrofuran / -78 - 20 °C

2: 100 percent / TBAF / tetrahydrofuran / 20 °C

3: 100 percent / IBX / dimethylsulfoxide / 20 °C

4: 67 percent / titanium(IV) isopropoxide / tetrahydrofuran / 20 °C

5: 100 percent / imidazole; DMAP / dimethylformamide / 20 °C

6: 94 percent / diisobutylaluminium hydride / CH₂Cl₂ / -78 °C

7: 91 percent / Et₃N; LiCl / acetonitrile / 20 °C

With 1H-imidazole; titanium(IV) isopropylate; dmap; potassium tert-butylate; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; triethylamine; lithium chloride; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; acetonitrile; 1: Horner-Wadsworth-Emmons reaction / 7: Horner-Wadsworth-Emmons reaction;
DOI:10.1016/j.tetlet.2006.07.012

Reference yield:

: 912369-61-0
(5E,7E)-8-(3,5-Bis-methoxymethoxy-phenyl)-octa-5,7-dienal

: 912369-57-4
3-[(2E,8E,10E)-11-(3,5-Bis-methoxymethoxy-phenyl)-4-(tert-butyl-dimethyl-silanyloxy)-undeca-2,8,10-trienoyl]-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 4 steps

1: 67 percent / titanium(IV) isopropoxide / tetrahydrofuran / 20 °C

2: 100 percent / imidazole; DMAP / dimethylformamide / 20 °C

3: 94 percent / diisobutylaluminium hydride / CH₂Cl₂ / -78 °C

4: 91 percent / Et₃N; LiCl / acetonitrile / 20 °C

With 1H-imidazole; titanium(IV) isopropylate; dmap; diisobutylaluminium hydride; triethylamine; lithium chloride; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetonitrile; 4: Horner-Wadsworth-Emmons reaction;
DOI:10.1016/j.tetlet.2006.07.012