(R)-4-benzyl-3-((E)-((S)-2,6-bis(3-methylbut-2-enyl)cyclohex-2-enylidene)amino)oxazolidin-2-one

Base Information

Chemical Name:(R)-4-benzyl-3-((E)-((S)-2,6-bis(3-methylbut-2-enyl)cyclohex-2-enylidene)amino)oxazolidin-2-one
CAS No.:1256246-02-2
Molecular Formula:C₂₆H₃₄N₂O₂
Molecular Weight:406.568
Hs Code.:

Synonyms:(R)-4-benzyl-3-((E)-((S)-2,6-bis(3-methylbut-2-enyl)cyclohex-2-enylidene)amino)oxazolidin-2-one

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Chemical Property of (R)-4-benzyl-3-((E)-((S)-2,6-bis(3-methylbut-2-enyl)cyclohex-2-enylidene)amino)oxazolidin-2-one

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Technology Process of (R)-4-benzyl-3-((E)-((S)-2,6-bis(3-methylbut-2-enyl)cyclohex-2-enylidene)amino)oxazolidin-2-one

There total 2 articles about (R)-4-benzyl-3-((E)-((S)-2,6-bis(3-methylbut-2-enyl)cyclohex-2-enylidene)amino)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: 87.0%

: 1256246-01-1
(R,E)-4-benzyl-3-(2-(3-methylbut-2-enyl)cyclohex-2-enylideneamino)oxazolidin-2-one

: 870-63-3
prenyl bromide

: 1256246-02-2
(R)-4-benzyl-3-((E)-((S)-2,6-bis(3-methylbut-2-enyl)cyclohex-2-enylidene)amino)oxazolidin-2-one

Guidance literature:: (R,E)-4-benzyl-3-(2-(3-methylbut-2-enyl)cyclohex-2-enylideneamino)oxazolidin-2-one; With n-butyllithium; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; hexane; at -78 ℃; Inert atmosphere;

prenyl bromide; In tetrahydrofuran; hexane; at -78 - 0 ℃; for 3.5h; enantioselective reaction; Inert atmosphere;
DOI:10.1021/ol1022728

Reference yield:

: (R)-3-amino-4-phenylmethyl-2-oxazolidinone

: 57428-66-7
2-(3-methylbut-2-enyl)cyclohex-2-enone

: 1256246-02-2
(R)-4-benzyl-3-((E)-((S)-2,6-bis(3-methylbut-2-enyl)cyclohex-2-enylidene)amino)oxazolidin-2-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: toluene-4-sulfonic acid / dichloromethane; water / 10 h / Inert atmosphere; Reflux

2.1: n-butyllithium; N-ethyl-N,N-diisopropylamine / tetrahydrofuran; hexane / 1 h / -78 °C / Inert atmosphere

2.2: 3.5 h / -78 - 0 °C / Inert atmosphere

With n-butyllithium; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; hexane; dichloromethane; water;
DOI:10.1016/j.bmcl.2011.02.074

Reference yield: 80.0%

: 1256246-02-2
(R)-4-benzyl-3-((E)-((S)-2,6-bis(3-methylbut-2-enyl)cyclohex-2-enylidene)amino)oxazolidin-2-one

: 1256245-98-3
(S)-2,6-bis(3-methylbut-2-enyl)cyclohex-2-enone

Guidance literature:: With water; toluene-4-sulfonic acid; In acetone; for 40h; optical yield given as %ee; Inert atmosphere;
DOI:10.1021/ol1022728