4-(bromomethyl)-N-[5-[[[5-tert-butyl-2-oxazolyl]methyl]thio]-2-thiazolyl]benzeneacetamide

Base Information

• Chemical Name: 4-(bromomethyl)-N-[5-[[[5-tert-butyl-2-oxazolyl]methyl]thio]-2-thiazolyl]benzeneacetamide
• CAS No.: 333389-46-1
• Molecular Formula: C₂₀H₂₂BrN₃O₂S₂
• Molecular Weight: 480.45
• Mol file: 333389-46-1.mol

Synonyms:4-(bromomethyl)-N-[5-[[[5-tert-butyl-2-oxazolyl]methyl]thio]-2-thiazolyl]benzeneacetamide

Chemical Property of 4-(bromomethyl)-N-[5-[[[5-tert-butyl-2-oxazolyl]methyl]thio]-2-thiazolyl]benzeneacetamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-(bromomethyl)-N-[5-[[[5-tert-butyl-2-oxazolyl]methyl]thio]-2-thiazolyl]benzeneacetamide

There total 4 articles about 4-(bromomethyl)-N-[5-[[[5-tert-butyl-2-oxazolyl]methyl]thio]-2-thiazolyl]benzeneacetamide 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: 77.0%

4-bromophenylacetic acid (13737-36-5) + 2-amino-5-[[[5-(1,1-dimethylethyl)-2-oxazolyl]methyl]thio]-thiazole (224436-97-9) → 4-(bromomethyl)-N-[5-[[[5-tert-butyl-2-oxazolyl]methyl]thio]-2-thiazolyl]benzeneacetamide (333389-46-1)

Guidance literature:

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃; for 0.5h;

DOI:10.1021/jm0201520

Reference yield:

1-diazo-3,3-dimethyl-2-butanone (6832-15-1) → 4-(bromomethyl)-N-[5-[[[5-tert-butyl-2-oxazolyl]methyl]thio]-2-thiazolyl]benzeneacetamide (333389-46-1)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 1.1 g / BF₃*Et₂O / 0.5 h / 0 °C

2.1: KOtBu / tetrahydrofuran / 0.25 h / 20 °C

2.2: 61 percent / tetrahydrofuran / 16 h / 20 °C

3.1: 75 percent / aq. NaOH / ethanol / 9 h / Heating

4.1: 77 percent / EDCI / CH₂Cl₂ / 0.5 h / 20 °C

With sodium hydroxide; boron trifluoride diethyl etherate; potassium tert-butylate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; ethanol; dichloromethane;

DOI:10.1021/jm0201520

Reference yield:

pivaloyl chloride (3282-30-2) → 4-(bromomethyl)-N-[5-[[[5-tert-butyl-2-oxazolyl]methyl]thio]-2-thiazolyl]benzeneacetamide (333389-46-1)

Guidance literature:

Multi-step reaction with 5 steps

1.1: diethyl ether / 16 h / 0 °C

2.1: 1.1 g / BF₃*Et₂O / 0.5 h / 0 °C

3.1: KOtBu / tetrahydrofuran / 0.25 h / 20 °C

3.2: 61 percent / tetrahydrofuran / 16 h / 20 °C

4.1: 75 percent / aq. NaOH / ethanol / 9 h / Heating

5.1: 77 percent / EDCI / CH₂Cl₂ / 0.5 h / 20 °C

With sodium hydroxide; boron trifluoride diethyl etherate; potassium tert-butylate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane;

DOI:10.1021/jm0201520

upstream raw materials:

4-bromophenylacetic acid

2-amino-5-[[[5-(1,1-dimethylethyl)-2-oxazolyl]methyl]thio]-thiazole

1-diazo-3,3-dimethyl-2-butanone

pivaloyl chloride

Downstream raw materials:

N-[5-[[[5-(1,1-dimethylethyl)-2-oxazolyl]methyl]thio]-2-thiazolyl]-4-[[[2-hydroxy-1-(hydroxymethyl)ethyl]amino]methyl]benzeneacetamide