1-[2-(2-bromo-phenyl)-4,5-dihydro-oxazole-(4S)-yl]-2-methyl-propan-1-one

Base Information

• Chemical Name: 1-[2-(2-bromo-phenyl)-4,5-dihydro-oxazole-(4S)-yl]-2-methyl-propan-1-one
• CAS No.: 716369-39-0
• Molecular Formula: C₁₃H₁₄BrNO₂
• Molecular Weight: 296.164
• Mol file: 716369-39-0.mol

Synonyms:1-[2-(2-bromo-phenyl)-4,5-dihydro-oxazole-(4S)-yl]-2-methyl-propan-1-one

Chemical Property of 1-[2-(2-bromo-phenyl)-4,5-dihydro-oxazole-(4S)-yl]-2-methyl-propan-1-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-[2-(2-bromo-phenyl)-4,5-dihydro-oxazole-(4S)-yl]-2-methyl-propan-1-one

There total 3 articles about 1-[2-(2-bromo-phenyl)-4,5-dihydro-oxazole-(4S)-yl]-2-methyl-propan-1-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: 74.0%

isopropylmagnesium chloride (1068-55-9) + 2-(2-bromo-phenyl)-4,5-dihydro-oxazole-(4S)-carboxylic acid methyl ester (308846-84-6) → 1-[2-(2-bromo-phenyl)-4,5-dihydro-oxazole-(4S)-yl]-2-methyl-propan-1-one (716369-39-0)

Guidance literature:

In tetrahydrofuran; diethyl ether; at -78 ℃; for 1.5h;

DOI:10.1039/b316502g

Reference yield:

2-bromobenzoic acid chloride (7154-66-7) → 1-[2-(2-bromo-phenyl)-4,5-dihydro-oxazole-(4S)-yl]-2-methyl-propan-1-one (716369-39-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 72 percent / DMAP; Et₃N / CH₂Cl₂ / 2 h / 20 °C

2: 91 percent / DAST / CH₂Cl₂ / 1 h / -78 °C

3: 74 percent / tetrahydrofuran; diethyl ether / 1.5 h / -78 °C

With dmap; triethylamine; 4,4'-diaminostilbene-2,2'-disulfonic acid; In tetrahydrofuran; diethyl ether; dichloromethane;

DOI:10.1039/b316502g

Reference yield:

(2S)-(2-bromo-benzoylamino)-3-hydroxy-propionic acid methyl ester (716369-03-8) → 1-[2-(2-bromo-phenyl)-4,5-dihydro-oxazole-(4S)-yl]-2-methyl-propan-1-one (716369-39-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 91 percent / DAST / CH₂Cl₂ / 1 h / -78 °C

2: 74 percent / tetrahydrofuran; diethyl ether / 1.5 h / -78 °C

With 4,4'-diaminostilbene-2,2'-disulfonic acid; In tetrahydrofuran; diethyl ether; dichloromethane;

DOI:10.1039/b316502g

upstream raw materials:

isopropylmagnesium chloride

2-(2-bromo-phenyl)-4,5-dihydro-oxazole-(4S)-carboxylic acid methyl ester

2-bromobenzoic acid chloride

(2S)-(2-bromo-benzoylamino)-3-hydroxy-propionic acid methyl ester

Downstream raw materials:

1-[2-(2-bromo-phenyl)-4,5-dihydro-oxazol-(4S)-yl]-2-methyl-propan-(1R)-ol

1-[2-(2-bromo-phenyl)-4,5-dihydro-oxazol-(4S)-yl]-2-methyl-propan-(1S)-ol

(4S)-[(1S)-(tert-butyl-dimethyl-silanyloxy)-2-methyl-propyl]-2-[2-(3-phenyl-(E)-allylselanyl)-phenyl]-4,5-dihydro-oxazole

(4S)-[(1R)-(tert-butyl-dimethyl-silanyloxy)-2-methyl-propyl]-2-[2-(3-phenyl-(E)-allylselanyl)-phenyl]-4,5-dihydro-oxazole