2-Oxazolidinone, 5,5-dimethyl-4-phenyl-3-[(1S)-1-phenylethyl]-, (4S)-

Base Information

• Chemical Name: 2-Oxazolidinone, 5,5-dimethyl-4-phenyl-3-[(1S)-1-phenylethyl]-, (4S)-
• CAS No.: 848152-34-1
• Molecular Formula: C19H21NO2
• Molecular Weight: 295.381
• Mol file: 848152-34-1.mol

Synonyms:

Chemical Property of 2-Oxazolidinone, 5,5-dimethyl-4-phenyl-3-[(1S)-1-phenylethyl]-, (4S)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Oxazolidinone, 5,5-dimethyl-4-phenyl-3-[(1S)-1-phenylethyl]-, (4S)-

There total 4 articles about 2-Oxazolidinone, 5,5-dimethyl-4-phenyl-3-[(1S)-1-phenylethyl]-, (4S)- 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:

2-Methyl-1-phenyl-1-[(Z)-(S)-1-phenyl-ethylimino]-propan-2-ol + 1,1'-carbonyldiimidazole (530-62-1) → (4R,αS)-3-α-methylbenzyl-5,5-dimethyl-4-phenyloxazolidin-2-one + (4S,αS)-3-α-methylbenzyl-5,5-dimethyl-4-phenyloxazolidin-2-one (848152-34-1)

Guidance literature:

2-Methyl-1-phenyl-1-[(Z)-(S)-1-phenyl-ethylimino]-propan-2-ol; With sodium tetrahydroborate; acetic acid; In tetrahydrofuran; at 0 - 20 ℃;

With hydrogenchloride; In 1,4-dioxane; hexane; at 20 ℃; for 4h;

1,1'-carbonyldiimidazole; With triethylamine; In 1,2-dichloro-ethane; for 6h; Title compound not separated from byproducts; Heating;

DOI:10.3987/COM-04-10220

Reference yield:

2-hydroxy-2-methylpropiophenone (7473-98-5) → (4S,αS)-3-α-methylbenzyl-5,5-dimethyl-4-phenyloxazolidin-2-one (848152-34-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: p-toluenesulfonic acid monohydrate / toluene / 24 h / Heating

2.1: sodium borohydride; acetic acid / tetrahydrofuran / 0 - 20 °C

2.2: HCl / hexane; dioxane / 4 h / 20 °C

2.3: Et₃N / 1,2-dichloro-ethane / 6 h / Heating

With sodium tetrahydroborate; toluene-4-sulfonic acid; acetic acid; In tetrahydrofuran; toluene;

DOI:10.3987/COM-04-10220

Reference yield:

(S)-1-phenyl-ethylamine (2627-86-3) → (4S,αS)-3-α-methylbenzyl-5,5-dimethyl-4-phenyloxazolidin-2-one (848152-34-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: p-toluenesulfonic acid monohydrate / toluene / 24 h / Heating

2.1: sodium borohydride; acetic acid / tetrahydrofuran / 0 - 20 °C

2.2: HCl / hexane; dioxane / 4 h / 20 °C

2.3: Et₃N / 1,2-dichloro-ethane / 6 h / Heating

With sodium tetrahydroborate; toluene-4-sulfonic acid; acetic acid; In tetrahydrofuran; toluene;

DOI:10.3987/COM-04-10220

upstream raw materials:

1,1'-carbonyldiimidazole

2-hydroxy-2-methylpropiophenone

(S)-1-phenyl-ethylamine

Downstream raw materials:

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