(R)-4-Benzyl-3-((4E,6E)-(2R,8S)-2,4,8-trimethyl-deca-4,6-dienoyl)-oxazolidin-2-one

Base Information

Chemical Name:(R)-4-Benzyl-3-((4E,6E)-(2R,8S)-2,4,8-trimethyl-deca-4,6-dienoyl)-oxazolidin-2-one
CAS No.:359766-24-8
Molecular Formula:C₂₃H₃₁NO₃
Molecular Weight:369.504
Hs Code.:

Synonyms:(R)-4-Benzyl-3-((4E,6E)-(2R,8S)-2,4,8-trimethyl-deca-4,6-dienoyl)-oxazolidin-2-one

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Chemical Property of (R)-4-Benzyl-3-((4E,6E)-(2R,8S)-2,4,8-trimethyl-deca-4,6-dienoyl)-oxazolidin-2-one

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Technology Process of (R)-4-Benzyl-3-((4E,6E)-(2R,8S)-2,4,8-trimethyl-deca-4,6-dienoyl)-oxazolidin-2-one

There total 1 articles about (R)-4-Benzyl-3-((4E,6E)-(2R,8S)-2,4,8-trimethyl-deca-4,6-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: 85.0%

: 359766-18-0
(R)-4-Benzyl-3-((4E,6E)-(S)-4,8-dimethyl-deca-4,6-dienoyl)-oxazolidin-2-one

: 74-88-4
methyl iodide

: 359766-24-8
(R)-4-Benzyl-3-((4E,6E)-(2R,8S)-2,4,8-trimethyl-deca-4,6-dienoyl)-oxazolidin-2-one

: (R)-4-Benzyl-3-((4E,6E)-(2S,8S)-2,4,8-trimethyl-deca-4,6-dienoyl)-oxazolidin-2-one

Guidance literature:: With sodium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 2.5h;
DOI:10.1021/ol010089t

Reference yield:

: 359766-24-8
(R)-4-Benzyl-3-((4E,6E)-(2R,8S)-2,4,8-trimethyl-deca-4,6-dienoyl)-oxazolidin-2-one

: 359766-32-8
Benzoic acid (1R,2R,4S,5R,6S)-1-methyl-4-triisopropylsilanyloxy-2-((1E,3E,7E,9E)-(5R,11S)-5,7,11-trimethyl-trideca-1,3,7,9-tetraenyl)-3,7-dioxa-bicyclo[4.1.0]hept-5-yl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 98 percent / LiBH₄; EtOH / diethyl ether / 0.5 h / 0 °C

2: 87 percent / Dess-Martin periodinane / CH₂Cl₂ / 0.25 h

3: 79 percent / KHMDS / tetrahydrofuran / 2 h / 20 °C

4: 99 percent / NaH / tetrahydrofuran / 0.5 h / 0 °C

With lithium borohydride; ethanol; potassium hexamethylsilazane; sodium hydride; Dess-Martin periodane; In tetrahydrofuran; diethyl ether; dichloromethane; 3: Julia olefination;
DOI:10.1021/ol010089t

Reference yield:

: 359766-24-8
(R)-4-Benzyl-3-((4E,6E)-(2R,8S)-2,4,8-trimethyl-deca-4,6-dienoyl)-oxazolidin-2-one

: 359766-15-7
Benzoic acid (2S,3R,4R,5R,6R)-5-hydroxy-4-methanesulfonyloxy-5-methyl-2-triisopropylsilanyloxy-6-((1E,3E,7E,9E)-(5R,11S)-5,7,11-trimethyl-trideca-1,3,7,9-tetraenyl)-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 98 percent / LiBH₄; EtOH / diethyl ether / 0.5 h / 0 °C

2: 87 percent / Dess-Martin periodinane / CH₂Cl₂ / 0.25 h

3: 79 percent / KHMDS / tetrahydrofuran / 2 h / 20 °C

With lithium borohydride; ethanol; potassium hexamethylsilazane; Dess-Martin periodane; In tetrahydrofuran; diethyl ether; dichloromethane; 3: Julia olefination;
DOI:10.1021/ol010089t