(2'S,4'S,5'R)-N,N-diisopropyl-2-[3,4-dimethyl-5-phenyl-1,3-oxazolan-2-yl]-6-(methylsulfanyl)benzamide

Base Information

• Chemical Name: (2'S,4'S,5'R)-N,N-diisopropyl-2-[3,4-dimethyl-5-phenyl-1,3-oxazolan-2-yl]-6-(methylsulfanyl)benzamide
• CAS No.: 354565-61-0
• Molecular Formula: C₂₅H₃₄N₂O₂S
• Molecular Weight: 426.623

Synonyms:(2'S,4'S,5'R)-N,N-diisopropyl-2-[3,4-dimethyl-5-phenyl-1,3-oxazolan-2-yl]-6-(methylsulfanyl)benzamide

Chemical Property of (2'S,4'S,5'R)-N,N-diisopropyl-2-[3,4-dimethyl-5-phenyl-1,3-oxazolan-2-yl]-6-(methylsulfanyl)benzamide

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Technology Process of (2'S,4'S,5'R)-N,N-diisopropyl-2-[3,4-dimethyl-5-phenyl-1,3-oxazolan-2-yl]-6-(methylsulfanyl)benzamide

There total 4 articles about (2'S,4'S,5'R)-N,N-diisopropyl-2-[3,4-dimethyl-5-phenyl-1,3-oxazolan-2-yl]-6-(methylsulfanyl)benzamide 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: 69.0%

2-(3,4-dimethyl-5-phenyl-oxazolidin-2-yl)-N,N-diisopropyl-benzamide + Dimethyldisulphide (624-92-0) → (2'S,4'S,5'R)-N,N-diisopropyl-2-[3,4-dimethyl-5-phenyl-1,3-oxazolan-2-yl]-6-(methylsulfanyl)benzamide (354565-61-0)

Guidance literature:

2-(3,4-dimethyl-5-phenyl-oxazolidin-2-yl)-N,N-diisopropyl-benzamide; With N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; In tetrahydrofuran; at -78 ℃; for 1h;

Dimethyldisulphide; In tetrahydrofuran; at -78 - 20 ℃;

DOI:10.1039/b514557k

Reference yield: 39.0%

Dimethyldisulphide (624-92-0) + 2-(3,4-dimethyl-5-phenyl-oxazolidin-2-yl)-N,N-diisopropyl-benzamide (350587-39-2) → (2'S,4'S,5'R)-N,N-diisopropyl-2-[3,4-dimethyl-5-phenyl-1,3-oxazolan-2-yl]-6-(methylsulfanyl)benzamide (354565-61-0)

Guidance literature:

2-(3,4-dimethyl-5-phenyl-oxazolidin-2-yl)-N,N-diisopropyl-benzamide; With sec.-butyllithium; In tetrahydrofuran; at -78 ℃;

Dimethyldisulphide; In tetrahydrofuran;

DOI:10.1016/S0957-4166(01)00110-0

Reference yield:

ephedrine (299-42-3,7009-81-6,90-83-5,6912-63-6) → (2'S,4'S,5'R)-N,N-diisopropyl-2-[3,4-dimethyl-5-phenyl-1,3-oxazolan-2-yl]-6-(methylsulfanyl)benzamide (354565-61-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: toluene / 24 h / Heating

2.1: sec-butyllithium; TMEDA / tetrahydrofuran / 1 h / -78 °C

2.2: 69 percent / tetrahydrofuran / -78 - 20 °C

With N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; In tetrahydrofuran; toluene;

DOI:10.1039/b514557k

upstream raw materials:

Dimethyldisulphide

2-(3,4-dimethyl-5-phenyl-oxazolidin-2-yl)-N,N-diisopropyl-benzamide

ephedrine

2-formyl-N,N-diisopropylbenzamide

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