(4S,5S)-3-[5-phenyl-2-thioxo-1-(toluene-4-sulfonyl)-imidazolidine-4-carbonyl]-oxazolidine-2-one

Base Information

• Chemical Name: (4S,5S)-3-[5-phenyl-2-thioxo-1-(toluene-4-sulfonyl)-imidazolidine-4-carbonyl]-oxazolidine-2-one
• CAS No.: 951309-13-0
• Molecular Formula: C₂₀H₁₉N₃O₅S₂
• Molecular Weight: 445.52
• Mol file: 951309-13-0.mol

Synonyms:(4S,5S)-3-[5-phenyl-2-thioxo-1-(toluene-4-sulfonyl)-imidazolidine-4-carbonyl]-oxazolidine-2-one

Chemical Property of (4S,5S)-3-[5-phenyl-2-thioxo-1-(toluene-4-sulfonyl)-imidazolidine-4-carbonyl]-oxazolidine-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of (4S,5S)-3-[5-phenyl-2-thioxo-1-(toluene-4-sulfonyl)-imidazolidine-4-carbonyl]-oxazolidine-2-one

There total 1 articles about (4S,5S)-3-[5-phenyl-2-thioxo-1-(toluene-4-sulfonyl)-imidazolidine-4-carbonyl]-oxazolidine-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:

3-(2-isothiocyanato-acetyl)-oxazolidin-2-one (851402-42-1) + phenyl N-tosyl imine (51608-60-7) → (4S,5S)-3-[5-phenyl-2-thioxo-1-(toluene-4-sulfonyl)-imidazolidine-4-carbonyl]-oxazolidine-2-one (951309-13-0) + C20H19N3O5S2 + 3-((4R,5S)-5-phenyl-2-thioxo-1-tosylimidazolidine-4-carbonyl)oxazolidin-2-one + 3-((4S,5R)-5-phenyl-2-thioxo-1-tosylimidazolidine-4-carbonyl)oxazolidin-2-one

Guidance literature:

3-(2-isothiocyanato-acetyl)-oxazolidin-2-one; magnesium(II) perchlorate; (R,R)-4,6-dibenzofurandiyl-2,2'-bis(4-phenyloxazoline); In dichloromethane; at 20 ℃; for 1h;

phenyl N-tosyl imine; With N-ethyl-N,N-diisopropylamine; In dichloromethane; at -78 ℃; for 24h; Further stages. Title compound not separated from byproducts.;

DOI:10.1021/ja073473f

Reference yield: 86.0%

(4S,5S)-3-[5-phenyl-2-thioxo-1-(toluene-4-sulfonyl)-imidazolidine-4-carbonyl]-oxazolidine-2-one (951309-13-0) → (4S,5S)-5-phenyl-2-thioxo-1-(toluene-4-sulfonyl)-imidazolidine-4-arboxylic acid

Guidance literature:

With lithium hydroxide; dihydrogen peroxide; In tetrahydrofuran; at 0 ℃; for 1h;

DOI:10.1021/ja073473f

Reference yield:

(4S,5S)-3-[5-phenyl-2-thioxo-1-(toluene-4-sulfonyl)-imidazolidine-4-carbonyl]-oxazolidine-2-one (951309-13-0) + isopropyl alcohol (67-63-0,8013-70-5) → (4S,5S)-5-phenyl-2-thioxo-1-(toluene-4-sulfonyl)-imidazolidine-4-carboxylic acid isopropyl ester

Guidance literature:

With methylmagnesium bromide; In tetrahydrofuran; for 24h;

DOI:10.1021/ja073473f

upstream raw materials:

3-(2-isothiocyanato-acetyl)-oxazolidin-2-one

phenyl N-tosyl imine