3-(2-(Trifluoromethyl)phenoxy)azetidine

Base Information

• Chemical Name: 3-(2-(Trifluoromethyl)phenoxy)azetidine
• CAS No.: 76263-24-6
• Molecular Formula: C₁₀H₁₀F₃NO
• Molecular Weight: 217.191
• DSSTox Substance ID: DTXSID40510496
• Wikidata: Q72512211
• Mol file: 76263-24-6.mol

Synonyms:76263-24-6;3-(2-(trifluoromethyl)phenoxy)azetidine;3-[2-(Trifluoromethyl)phenoxy]azetidine;3-(2-TRIFLUOROMETHYL-PHENOXY)-AZETIDINE;3-(2-Trifluoromethylphenoxy)azetidine;3-[2-(trifluoromethyl)phenoxy)azetidine;SCHEMBL1230447;DTXSID40510496;AKOS012078972;3-(2-trifluoromethylphenoxy) azetidine;SB38637;CS-0256602;FT-0752273;A26694;EN300-1936868

Chemical Property of 3-(2-(Trifluoromethyl)phenoxy)azetidine

Chemical Property:

• Boiling Point: 263℃
• Flash Point: 113℃
• PSA: 21.26000
• Density: 1.277
• LogP: 2.38480
• Storage Temp.: 2-8°C
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 217.07144843
• Heavy Atom Count: 15
• Complexity: 215

Purity/Quality:

98.5% ^*data from raw suppliers

3-[2-(Trifluoromethyl)phenoxy]azetidine 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(CN1)OC2=CC=CC=C2C(F)(F)F

Technology Process of 3-(2-(Trifluoromethyl)phenoxy)azetidine

There total 3 articles about 3-(2-(Trifluoromethyl)phenoxy)azetidine 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: 89.0%

tert-butyl 3-(2-(trifluoromethyl)phenoxy)-azetidine-1-carboxylate (960492-52-8) → 3-[2-(trifluoromethyl)phenoxy]azetidine (76263-24-6)

Guidance literature:

With hydrogenchloride; In methanol; diethyl ether; water; at 25 ℃; for 2h; Inert atmosphere;

DOI:10.1021/jm5010013

Reference yield:

2-(trifluoromethyl)phenol (444-30-4) → 3-[2-(trifluoromethyl)phenoxy]azetidine (76263-24-6)

Guidance literature:

Multi-step reaction with 2 steps

1: caesium carbonate / N,N-dimethyl-formamide / 16 h / 80 °C / Inert atmosphere

2: trifluoroacetic acid / dichloromethane / 16 h / 0 - 25 °C / Inert atmosphere

With caesium carbonate; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/acs.jmedchem.0c00996

Reference yield:

→ 3-[2-(trifluoromethyl)phenoxy]azetidine (76263-24-6)

Guidance literature:

upstream raw materials:

tert-butyl 3-(2-(trifluoromethyl)phenoxy)-azetidine-1-carboxylate

2-(trifluoromethyl)phenol

Refernces

• 1、 Cioffi, Christopher L.,Muthuraman, Parthasarathy,Raja, Arun,Varadi, Andras,Racz, Boglarka,Petrukhin, Konstantin. "Discovery of Bispecific Antagonists of Retinol Binding Protein 4 That Stabilize Transthyretin Tetramers: Scaffolding Hopping, Optimization, and Preclinical Pharmacological Evaluation as a Potential Therapy for Two Common Age-Related Comorbidities". . p. 11054 - 11084. Retrieved 2020/11/09.
• 2、 -. "3-Phenoxy-1-azetidinecarboxamides". . . Retrieved 2008/06/13.