(4R,5S)-4-methyl-3-[(S,E)-2-methyl-5-phenylpent-4-enoyl]-5-phenyloxazolidin-2-one

Base Information

Chemical Name:(4R,5S)-4-methyl-3-[(S,E)-2-methyl-5-phenylpent-4-enoyl]-5-phenyloxazolidin-2-one
CAS No.:312492-70-9
Molecular Formula:C₂₂H₂₃NO₃
Molecular Weight:349.43
Hs Code.:

Synonyms:(4R,5S)-4-methyl-3-[(S,E)-2-methyl-5-phenylpent-4-enoyl]-5-phenyloxazolidin-2-one

Suppliers and Price of (4R,5S)-4-methyl-3-[(S,E)-2-methyl-5-phenylpent-4-enoyl]-5-phenyloxazolidin-2-one

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (4R,5S)-4-methyl-3-[(S,E)-2-methyl-5-phenylpent-4-enoyl]-5-phenyloxazolidin-2-one

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Technology Process of (4R,5S)-4-methyl-3-[(S,E)-2-methyl-5-phenylpent-4-enoyl]-5-phenyloxazolidin-2-one

There total 3 articles about (4R,5S)-4-methyl-3-[(S,E)-2-methyl-5-phenylpent-4-enoyl]-5-phenyloxazolidin-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: 93.0%

: 77877-20-4
(4R,5S)-4-methyl-5-phenyl-3-propionyloxazolidin-2-one

: 4392-24-9
Cinnamyl bromide

: 312492-70-9
(4R,5S)-4-methyl-3-[(S,E)-2-methyl-5-phenylpent-4-enoyl]-5-phenyloxazolidin-2-one

Guidance literature:: (4R,5S)-4-methyl-5-phenyl-3-propionyloxazolidin-2-one; With sodium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; Inert atmosphere;

Cinnamyl bromide; In tetrahydrofuran; at -78 ℃; for 18h; Inert atmosphere;
DOI:10.1016/j.tet.2021.132118

Reference yield:

: 77877-20-4
(4R,5S)-4-methyl-5-phenyl-3-propionyloxazolidin-2-one

: 4392-24-9
Cinnamyl bromide

: (4R,5S)-4-methyl-3-[(R,E)-2-methyl-5-phenylpent-4-enoyl]-5-phenyloxazolidin-2-one

: 312492-70-9
(4R,5S)-4-methyl-3-[(S,E)-2-methyl-5-phenylpent-4-enoyl]-5-phenyloxazolidin-2-one

Guidance literature:: (4R,5S)-4-methyl-5-phenyl-3-propionyloxazolidin-2-one; With sodium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 1h;

Cinnamyl bromide; In tetrahydrofuran; at -78 - 20 ℃; for 4h;
DOI:10.1002/ejoc.200600113

Reference yield:

: 77943-39-6
4-methyl-5-phenyloxazolidin-2-one

: 312492-70-9
(4R,5S)-4-methyl-3-[(S,E)-2-methyl-5-phenylpent-4-enoyl]-5-phenyloxazolidin-2-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / -78 °C

1.2: -78 - 20 °C

2.1: sodium hexamethyldisilazane / tetrahydrofuran / -78 °C / Inert atmosphere

2.2: 18 h / -78 °C / Inert atmosphere

With n-butyllithium; sodium hexamethyldisilazane; In tetrahydrofuran; hexane;
DOI:10.1016/j.tet.2021.132118