(+)-3-(5-Phenyl-2(R)-methyl-1-oxo-4(E)-pentenyl)-4(S)-isopropyl-1,3-oxazolidin-2-one

Base Information

Chemical Name:(+)-3-(5-Phenyl-2(R)-methyl-1-oxo-4(E)-pentenyl)-4(S)-isopropyl-1,3-oxazolidin-2-one
CAS No.:104554-86-1
Molecular Formula:C₁₈H₂₃NO₃
Molecular Weight:301.386
Hs Code.:

Synonyms:(+)-3-(5-Phenyl-2(R)-methyl-1-oxo-4(E)-pentenyl)-4(S)-isopropyl-1,3-oxazolidin-2-one

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Chemical Property of (+)-3-(5-Phenyl-2(R)-methyl-1-oxo-4(E)-pentenyl)-4(S)-isopropyl-1,3-oxazolidin-2-one

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Technology Process of (+)-3-(5-Phenyl-2(R)-methyl-1-oxo-4(E)-pentenyl)-4(S)-isopropyl-1,3-oxazolidin-2-one

There total 4 articles about (+)-3-(5-Phenyl-2(R)-methyl-1-oxo-4(E)-pentenyl)-4(S)-isopropyl-1,3-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%

: 77877-19-1,165657-81-8
N-isopropyl oxazolidinone

: 4392-24-9
Cinnamyl bromide

: 104554-86-1
(+)-3-(5-Phenyl-2(R)-methyl-1-oxo-4(E)-pentenyl)-4(S)-isopropyl-1,3-oxazolidin-2-one

Guidance literature:: With sodium hexamethyldisilazane; In tetrahydrofuran; 1.) -78 deg C, 30 min, 2.) -78 deg C, 1 h; -10 deg C, 15 min;
DOI:10.1021/jo00087a054

Reference yield:

: 80697-99-0
(S)-3-((R)-3-Benzyloxy-2-methyl-propionyl)-4-isopropyl-oxazolidin-2-one

: 104554-86-1
(+)-3-(5-Phenyl-2(R)-methyl-1-oxo-4(E)-pentenyl)-4(S)-isopropyl-1,3-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 3 steps

1: 4.8 g / LiAlH₄ / tetrahydrofuran / 1.) -78 deg C, 0.5 h, 2.) 25 deg C, 2 h

2: 1.) n-butyllithium / 1.) THF, hexane, -78 deg C, 0.5 h, 2.) 0 deg C, 3 h

3: 1.) lithium diisopropylamide (LDA) / 1.) THF, hexane, -78 deg C, 1 h, 2a.) -40 deg C to -20 deg C, 1 h, 2b.) 0 deg C, 2.2 h

With lithium aluminium tetrahydride; n-butyllithium; lithium diisopropyl amide; In tetrahydrofuran;
DOI:10.1021/ja00169a042

Reference yield:

: 17016-83-0
(4S)-4-isopropyl-1,3-oxazolidin-2-one

: 104554-86-1
(+)-3-(5-Phenyl-2(R)-methyl-1-oxo-4(E)-pentenyl)-4(S)-isopropyl-1,3-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) n-butyllithium / 1.) THF, hexane, -78 deg C, 0.5 h, 2.) 0 deg C, 3 h

2: 1.) lithium diisopropylamide (LDA) / 1.) THF, hexane, -78 deg C, 1 h, 2a.) -40 deg C to -20 deg C, 1 h, 2b.) 0 deg C, 2.2 h

With n-butyllithium; lithium diisopropyl amide;
DOI:10.1021/ja00169a042