(4S,1'R,2'S)-N-⁽³⁾-(1'-m-chlorobenzoyl-2'-hydroxy-3'-methyl-but-1'-yl)-4-phenyl-5,5-dimethyloxazolidin-2-one

Base Information

• Chemical Name: (4S,1'R,2'S)-N-⁽³⁾-(1'-m-chlorobenzoyl-2'-hydroxy-3'-methyl-but-1'-yl)-4-phenyl-5,5-dimethyloxazolidin-2-one
• CAS No.: 636580-98-8
• Molecular Formula: C₂₃H₂₆ClNO₅
• Molecular Weight: 431.916

Synonyms:(4S,1'R,2'S)-N-⁽³⁾-(1'-m-chlorobenzoyl-2'-hydroxy-3'-methyl-but-1'-yl)-4-phenyl-5,5-dimethyloxazolidin-2-one

Chemical Property of (4S,1'R,2'S)-N-⁽³⁾-(1'-m-chlorobenzoyl-2'-hydroxy-3'-methyl-but-1'-yl)-4-phenyl-5,5-dimethyloxazolidin-2-one

Chemical Property:

Purity/Quality:

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MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (4S,1'R,2'S)-N-⁽³⁾-(1'-m-chlorobenzoyl-2'-hydroxy-3'-methyl-but-1'-yl)-4-phenyl-5,5-dimethyloxazolidin-2-one

There total 10 articles about (4S,1'R,2'S)-N-⁽³⁾-(1'-m-chlorobenzoyl-2'-hydroxy-3'-methyl-but-1'-yl)-4-phenyl-5,5-dimethyloxazolidin-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: 61.0%

3-chloro-benzenecarboperoxoic acid (937-14-4) + (S,E)-N(3)-(3'-methyl-but-1'-enyl)-4-phenyl-5,5-dimethyloxazolidin-2-one (636580-95-5) → (4S,1'R,2'S)-N-(3)-(1'-m-chlorobenzoyl-2'-hydroxy-3'-methyl-but-1'-yl)-4-phenyl-5,5-dimethyloxazolidin-2-one (636580-98-8)

Guidance literature:

In chloroform; at 0 - 20 ℃;

DOI:10.1055/s-2003-41425

Reference yield: 61.0%

3-chloro-benzenecarboperoxoic acid (937-14-4) + (S,E)-N(3)-(3'-methyl-but-1'-enyl)-4-phenyl-5,5-dimethyloxazolidin-2-one (636580-95-5) → C23H26ClNO5 + (4S,1'R,2'S)-N-(3)-(1'-m-chlorobenzoyl-2'-hydroxy-3'-methyl-but-1'-yl)-4-phenyl-5,5-dimethyloxazolidin-2-one (636580-98-8)

Guidance literature:

In chloroform; at 0 - 20 ℃;

DOI:10.1016/j.tet.2008.07.012

Reference yield:

(4S,1'E)-3-(2'-phenylethenyl)-5,5-dimethyl-4-phenyloxazolidin-2-one (636580-91-1) → (4S,1'R,2'S)-N-(3)-(1'-m-chlorobenzoyl-2'-hydroxy-3'-methyl-but-1'-yl)-4-phenyl-5,5-dimethyloxazolidin-2-one (636580-98-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 84 percent / CHCl₃ / 2 h / 0 - 20 °C

2: NaBH₄ / methanol / 0.17 h / 20 °C

3: 77 percent / p-TSA / toluene / Heating

4: 61 percent / CHCl₃ / 0 - 20 °C

With sodium tetrahydroborate; toluene-4-sulfonic acid; In methanol; chloroform; toluene;

DOI:10.1055/s-2003-41425

upstream raw materials:

3-chloro-benzenecarboperoxoic acid

(S,E)-N⁽³⁾-(3'-methyl-but-1'-enyl)-4-phenyl-5,5-dimethyloxazolidin-2-one

(4S)-5,5-dimethyl-4-phenyl-1,3-oxazolidin-2-one

isovaleraldehyde

Downstream raw materials:

(4S,1'E)-3-(2'-phenylethenyl)-5,5-dimethyl-4-phenyloxazolidin-2-one

(4S,2'R,3'S)-N⁽³⁾-(3'-phenyloxiran-2'-yl)-4-phenyl-5,5-dimethyloxazolidin-2-one

(4S,1'R,2'S)-N⁽³⁾-(1'-m-chlorobenzoyl-2'-hydroxy-3',3'-dimethyl-but-1'-yl)-4-phenyl-5,5-dimethyloxazolidin-2-one

(4S,1'R,2'S)-N⁽³⁾-[1'-(m-chlorobenzoyl)-2'-hydroxy-2'-phenyl-ethan-1'-yl]-4-phenyl-5,5-dimethyloxazolidin-2-one

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