2-(4-(3-(Trifluoromethyl)-3H-diazirin-3-yl)phenyl)acetic acid

Base Information

• Chemical Name: 2-(4-(3-(Trifluoromethyl)-3H-diazirin-3-yl)phenyl)acetic acid
• CAS No.: 148058-40-6
• Molecular Formula: C₁₀H₇F₃N₂O₂
• Molecular Weight: 244.173
• European Community (EC) Number: 961-774-1
• Mol file: 148058-40-6.mol

Synonyms:2-(4-(3-(Trifluoromethyl)-3H-diazirin-3-yl)phenyl)acetic acid;148058-40-6;2-{4-[3-(trifluoromethyl)-3H-diazirin-3-yl]phenyl}acetic acid;SCHEMBL16050172;ILMVLFNNVDOUFY-UHFFFAOYSA-N;AT29580;EN300-1704346

Chemical Property of 2-(4-(3-(Trifluoromethyl)-3H-diazirin-3-yl)phenyl)acetic acid

Chemical Property:

• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 3
• Exact Mass: 244.04596196
• Heavy Atom Count: 17
• Complexity: 340

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=CC=C1CC(=O)O)C2(N=N2)C(F)(F)F

Technology Process of 2-(4-(3-(Trifluoromethyl)-3H-diazirin-3-yl)phenyl)acetic acid

There total 10 articles about 2-(4-(3-(Trifluoromethyl)-3H-diazirin-3-yl)phenyl)acetic acid 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: 87.0%

3-trifluoromethyl-3-<4-(2-hydroxyethyl)phenyl>diazirine → 2-(4-(3-(trifluoromethyl)-3H-diazirin-3-yl)phenyl)acetic acid (148058-40-6)

Guidance literature:

With jones' reagent; In acetone; at 20 ℃; for 0.5h;

DOI:10.1021/tx9501602

Reference yield:

C10H6F3N3 → 2-(4-(3-(trifluoromethyl)-3H-diazirin-3-yl)phenyl)acetic acid (148058-40-6)

Guidance literature:

With sodium hydroxide; In ethanol; at 65 ℃;

Reference yield:

1-<4-<(tert-butyldimethylsilyloxy)methyl>phenyl>-2,2,2-trifluoro-1-ethanone (87736-75-2) → 2-(4-(3-(trifluoromethyl)-3H-diazirin-3-yl)phenyl)acetic acid (148058-40-6)

Guidance literature:

Multi-step reaction with 7 steps

1.1: hydroxylamine hydrochloride; pyridine / ethanol / 3 h / Reflux

2.1: dmap; triethylamine / dichloromethane / 0 °C

3.1: ammonium hydroxide / 1,4-dioxane / 48 h / 10 - 20 °C / Sealed tube

3.2: 20 °C

4.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 0 - 20 °C

5.1: triethylamine / diethyl ether / 2.25 h / 0 - 20 °C

6.1: N,N-dimethyl-formamide / 20 °C

7.1: sodium hydroxide / ethanol / 65 °C

With pyridine; dmap; ammonium hydroxide; hydroxylamine hydrochloride; tetrabutyl ammonium fluoride; triethylamine; sodium hydroxide; In tetrahydrofuran; 1,4-dioxane; diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide;

upstream raw materials:

4-bromobenzenemethanol

4-(tert-butyldimethylsiloxymethyl)bromobenzene

1-<4-<(tert-butyldimethylsilyloxy)methyl>phenyl>-2,2,2-trifluoro-1-ethanone

4-[(tert-butyldimethylsiloxy)methyl]-2,2,2-trifluoroacetophenone oxime

Downstream raw materials:

4-(3-fluoromethyldiazirin-3-yl)phenylacetyl chloride

3-benzyl-5-(4-hydroxyphenyl)-2-<4-(1-azi-2,2,2-trifluoroethyl)phenylacetamido>pyrazine

8-benzyl-6-(4-hydroxyphenyl)-2-<4-(3-trifluoromethyl(diazirin-3-yl))benzyl>-3,7-fihydroimidazo<1,2-a>pyrazin-3-one

2-oxo-3-<4-(3-fluoromethyldiazirin-3-yl)phenyl>propyl nitrate