(R)-4-Benzyl-3-((E)-2-triethylsilanyloxy-5-trifluoromethyl-octa-4,7-dienoyl)-oxazolidin-2-one

Base Information

Chemical Name:(R)-4-Benzyl-3-((E)-2-triethylsilanyloxy-5-trifluoromethyl-octa-4,7-dienoyl)-oxazolidin-2-one
CAS No.:1055723-37-9
Molecular Formula:C₂₅H₃₄F₃NO₄Si
Molecular Weight:497.63
Hs Code.:

Synonyms:(R)-4-Benzyl-3-((E)-2-triethylsilanyloxy-5-trifluoromethyl-octa-4,7-dienoyl)-oxazolidin-2-one

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Chemical Property of (R)-4-Benzyl-3-((E)-2-triethylsilanyloxy-5-trifluoromethyl-octa-4,7-dienoyl)-oxazolidin-2-one

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Technology Process of (R)-4-Benzyl-3-((E)-2-triethylsilanyloxy-5-trifluoromethyl-octa-4,7-dienoyl)-oxazolidin-2-one

There total 4 articles about (R)-4-Benzyl-3-((E)-2-triethylsilanyloxy-5-trifluoromethyl-octa-4,7-dienoyl)-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:

: 282097-80-7
(R)-4-benzyl-3-(triethylsilanoxyacetyl)-oxazolidin-2-one

: 637003-61-3
(E)-6-Iodo-4-trifluoromethyl-hexa-1,4-diene

: 1055723-37-9
(R)-4-Benzyl-3-((E)-2-triethylsilanyloxy-5-trifluoromethyl-octa-4,7-dienoyl)-oxazolidin-2-one

Guidance literature:: (R)-4-benzyl-3-(triethylsilanoxyacetyl)-oxazolidin-2-one; With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 0.583333h;

(E)-6-Iodo-4-trifluoromethyl-hexa-1,4-diene; In tetrahydrofuran; at -78 - 20 ℃;
DOI:10.1021/ja046992g

Reference yield:

: 637003-77-1
3-hydroxy-3-trifluoromethyl-hex-5-enoic acid ethyl ester

: 1055723-37-9
(R)-4-Benzyl-3-((E)-2-triethylsilanyloxy-5-trifluoromethyl-octa-4,7-dienoyl)-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: 77 percent Spectr_. / pyridine; thionyl chloride / 12 h / 55 °C

2.1: 99 percent Spectr_. / DIBAL-H / CH₂Cl₂ / 3 h / -75 - 20 °C

3.1: 68 percent Spectr_. / I₂; PPh₃; imidazole / CH₂Cl₂ / 0.17 h / 0 °C

4.1: LHMDS / tetrahydrofuran / 0.58 h / -78 °C

4.2: tetrahydrofuran / -78 - 20 °C

With pyridine; 1H-imidazole; thionyl chloride; iodine; diisobutylaluminium hydride; triphenylphosphine; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja046992g

Reference yield:

: 637003-79-3
(E)-3-Trifluoromethyl-hexa-2,5-dien-1-ol

: 1055723-37-9
(R)-4-Benzyl-3-((E)-2-triethylsilanyloxy-5-trifluoromethyl-octa-4,7-dienoyl)-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: 68 percent Spectr_. / I₂; PPh₃; imidazole / CH₂Cl₂ / 0.17 h / 0 °C

2.1: LHMDS / tetrahydrofuran / 0.58 h / -78 °C

2.2: tetrahydrofuran / -78 - 20 °C

With 1H-imidazole; iodine; triphenylphosphine; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja046992g