(S)-4-benzyl-3-((2R,3R)-3-hydroxy-2-methylpent-4-enoyl)-oxazolidin-2-one

Base Information

• Chemical Name: (S)-4-benzyl-3-((2R,3R)-3-hydroxy-2-methylpent-4-enoyl)-oxazolidin-2-one
• CAS No.: 1354716-10-1
• Molecular Formula: C₁₆H₁₉NO₄
• Molecular Weight: 289.331
• Mol file: 1354716-10-1.mol

Synonyms:(S)-4-benzyl-3-((2R,3R)-3-hydroxy-2-methylpent-4-enoyl)-oxazolidin-2-one

Chemical Property of (S)-4-benzyl-3-((2R,3R)-3-hydroxy-2-methylpent-4-enoyl)-oxazolidin-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of (S)-4-benzyl-3-((2R,3R)-3-hydroxy-2-methylpent-4-enoyl)-oxazolidin-2-one

There total 3 articles about (S)-4-benzyl-3-((2R,3R)-3-hydroxy-2-methylpent-4-enoyl)-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: 91.0%

3-((4E)(2R,3R)-3-hydroxy-2-methyl5-phenylpent-4-enoyl)(4S)-4-benzyl-1,3-oxazolidin-2-one → (S)-4-benzyl-3-((2R,3R)-3-hydroxy-2-methylpent-4-enoyl)-oxazolidin-2-one (1354716-10-1)

Guidance literature:

With Hoveyda-Blechert second generation catalyst; In 1,2-dichloro-ethane; for 12h; under 3102.97 Torr; Inert atmosphere;

DOI:10.1021/jo202398q

Reference yield: 83.0%

diethyl 2-allyl-2-((4R,5R,E)-6-((S)-4-benzyl-2-oxooxazolidin-3-yl)-4-hydroxy-5-methyl-6-oxohex-2-enyl)malonate (1354716-14-5) → (S)-4-benzyl-3-((2R,3R)-3-hydroxy-2-methylpent-4-enoyl)-oxazolidin-2-one (1354716-10-1) + Cyclopent-3-ene-1,1-dicarboxylic acid diethyl ester (21622-00-4)

Guidance literature:

With Hoveyda-Blechert second generation catalyst; In ethene; toluene; at 60 ℃; for 12h; under 760.051 Torr; Inert atmosphere;

DOI:10.1021/jo202398q

Reference yield: 46.0%

diethyl 2-allyl-2-((4R,5R,E)-6-((S)-4-benzyl-2-oxooxazolidin-3-yl)-4-hydroxy-5-methyl-6-oxohex-2-enyl)malonate (1354716-14-5) + but-3-yn-2-yl benzoate (29333-27-5,7342-11-2) → (S)-4-benzyl-3-((2R,3R)-3-hydroxy-2-methylpent-4-enoyl)-oxazolidin-2-one (1354716-10-1) + (6R,7R,E)-8-((S)-4-benzyl-2-oxooxazolidin-3-yl)-6-hydroxy-7-methyl-3-methylene-8-oxooct-4-en-2-yl benzoate (1354716-16-7)

Guidance literature:

With Hoveyda-Blechert second generation catalyst; In toluene; at 60 ℃; for 3h; Inert atmosphere;

DOI:10.1021/jo202398q

upstream raw materials:

diethyl 2-allyl-2-((4R,5R,E)-6-((S)-4-benzyl-2-oxooxazolidin-3-yl)-4-hydroxy-5-methyl-6-oxohex-2-enyl)malonate

but-3-yn-2-yl benzoate

Downstream raw materials:

(6R,7R,E)-8-((S)-4-benzyl-2-oxooxazolidin-3-yl)-6-hydroxy-7-methyl-3-methylene-8-oxooct-4-en-2-yl benzoate