2-BroMo-1-[2-nitro-3-(phenylMethoxy)phenyl]ethanone

Base Information

• Chemical Name: 2-BroMo-1-[2-nitro-3-(phenylMethoxy)phenyl]ethanone
• CAS No.: 224044-61-5
• Molecular Formula: C₁₅H₁₂BrNO₄
• Molecular Weight: 350.169
• Mol file: 224044-61-5.mol

Synonyms:2-bromo-1-(2-nitro-3-phenylmethoxyphenyl)ethanone

Chemical Property of 2-BroMo-1-[2-nitro-3-(phenylMethoxy)phenyl]ethanone

Chemical Property:

• Storage Temp.: -20°C Freezer
• Solubility.: Chloroform

Purity/Quality:

2-Bromo-1-[2-nitro-3-(phenylmethoxy)phenyl]ethanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: 2-Bromo-1-[2-nitro-3-(phenylmethoxy)phenyl]ethanone is an UV degradation product of 3-Hydroxy Kynurenine (H943695), a metabolite of tryptophan.

Technology Process of 2-BroMo-1-[2-nitro-3-(phenylMethoxy)phenyl]ethanone

There total 1 articles about 2-BroMo-1-[2-nitro-3-(phenylMethoxy)phenyl]ethanone 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: 82.0%

2-nitro-3-benzyloxyacetophenone (224044-60-4) → 2-bromo-1-(2-nitro-3-phenylmethoxyphenyl)ethanone (224044-61-5)

Guidance literature:

With dioxane dibromide; In dichloromethane; for 1.5h; Ambient temperature;

DOI:10.1021/jo982321n

Reference yield: 21.0%

2-acetylaminomalonic acid diethyl ester (1068-90-2) + 2-bromo-1-(2-nitro-3-phenylmethoxyphenyl)ethanone (224044-61-5) → diethyl (acetylamino)<2-(2-nitro-3-phenylmethoxyphenyl)-2-oxoethyl>propanedioate (224044-62-6)

Guidance literature:

With sodium ethanolate; In ethanol; for 2h; Ambient temperature;

DOI:10.1021/jo982321n

Reference yield:

2-bromo-1-(2-nitro-3-phenylmethoxyphenyl)ethanone (224044-61-5) → α-acetylamino-2-amino-3-(β-D-glucopyranosyloxy)oxobenzenebutanoic acid

Guidance literature:

Multi-step reaction with 6 steps

1: 21 percent / EtONa / ethanol / 2 h / Ambient temperature

2: 64 percent / TFA / 24 h / Ambient temperature

3: 61 percent / Hg(CN)2, K₂CO₃ / acetonitrile / 2 h / Ambient temperature

4: 92 percent / H₂ / Pd/C / ethyl acetate; ethanol / 24 h / 760 Torr

5: EtONa / ethanol / 1 h

6: 1.) NaOH, 2.) AcOH / 1.) H₂O, rt, 12 h, 2.) H₂O, 50 deg C, 3 h

With sodium hydroxide; hydrogen; sodium ethanolate; mercury(II) cyanide; potassium carbonate; acetic acid; trifluoroacetic acid; palladium on activated charcoal; In ethanol; ethyl acetate; acetonitrile;

DOI:10.1021/jo982321n

upstream raw materials:

2-nitro-3-benzyloxyacetophenone

Downstream raw materials:

diethyl (acetylamino)<2-(2-nitro-3-phenylmethoxyphenyl)-2-oxoethyl>propanedioate

diethyl (acetylamino)<2-(2-nitro-3-hydroxyphenyl)-2-oxoethyl>propanedioate

diethyl (acetylamino)<2-<2-nitro-3-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)oxyphenyl>-2-oxoethyl>propanedioate

diethyl (acetylamino)<2-<2-amino-3-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)oxyphenyl>-2-oxoethyl>propanedioate