2-((tert-Butoxycarbonyl)amino)-5-(trifluoromethyl)benzoic acid

Base Information

• Chemical Name: 2-((tert-Butoxycarbonyl)amino)-5-(trifluoromethyl)benzoic acid
• CAS No.: 141940-29-6
• Molecular Formula: C13H14 F3 N O4
• Molecular Weight: 305.254
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID50567274
• Wikidata: Q82453108
• Mol file: 141940-29-6.mol

Synonyms:141940-29-6;2-((tert-Butoxycarbonyl)amino)-5-(trifluoromethyl)benzoic acid;2-tert-Butoxycarbonylamino-5-trifluoromethyl-benzoic acid;Benzoic acid, 2-[[(1,1-dimethylethoxy)carbonyl]amino]-5-(trifluoromethyl)-;2-{[(tert-butoxy)carbonyl]amino}-5-(trifluoromethyl)benzoic acid;2-[(2-methylpropan-2-yl)oxycarbonylamino]-5-(trifluoromethyl)benzoic acid;2-(BOC-amino)-5-(trifluoromethyl)benzoic acid;2-[(TERT-BUTOXYCARBONYL)AMINO]-5-(TRIFLUOROMETHYL)BENZOIC ACID;N-BOC-5-TRIFLUOROMETHYLANTHRANILIC ACID;2-(tert-butoxycarbonylamino)-5-(trifluoromethyl)benzoic acid;N-BOC-5-TRIFLUOROMETHYLANTHRANILICACID;SCHEMBL686427;DTXSID50567274;SFKKGJIKDGSCQC-UHFFFAOYSA-M;SFKKGJIKDGSCQC-UHFFFAOYSA-N;AKOS014752858;AB53754;AS-76345;CS-0154438;EN300-91847;D94519;N-Boc 2-amino-5-(trifluoromethyl)benzoic acid;N-Boc-2-amino-5-(trifluoromethyl)-benzoic acid;Z1262474744;2-(tert-butoxycarbonyl)amino-5-trifluoromethylbenzoic acid

Chemical Property of 2-((tert-Butoxycarbonyl)amino)-5-(trifluoromethyl)benzoic acid

Chemical Property:

• PSA: 79.12000
• LogP: 3.76420
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 4
• Exact Mass: 305.08749241
• Heavy Atom Count: 21
• Complexity: 403

Purity/Quality:

97% ^*data from raw suppliers

2-tert-Butoxycarbonylamino-5-trifluoromethyl-benzoicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC1=C(C=C(C=C1)C(F)(F)F)C(=O)O

Technology Process of 2-((tert-Butoxycarbonyl)amino)-5-(trifluoromethyl)benzoic acid

There total 5 articles about 2-((tert-Butoxycarbonyl)amino)-5-(trifluoromethyl)benzoic 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: 85.0%

carbon dioxide (124-38-9,18923-20-1) + tert-butyl (4-(trifluoromethyl)phenyl)carbamate (141940-37-6) → 2-(tert-butoxycarbonylamino)-5-(trifluoromethyl)benzoic acid (141940-29-6)

Guidance literature:

tert-butyl (4-(trifluoromethyl)phenyl)carbamate; With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; In hexanes; diethyl ether; at -78 - -10 ℃; for 2.33333h;

carbon dioxide; In hexanes; diethyl ether; at -78 ℃; for 1h;

Reference yield:

C12H13F3LiNO2 → 2-(tert-butoxycarbonylamino)-5-(trifluoromethyl)benzoic acid (141940-29-6)

Guidance literature:

With carbon dioxide; In tetrahydrofuran; pentane; at -78 - -30 ℃;

Reference yield:

4-trifluoromethylphenylamine (455-14-1) → 2-(tert-butoxycarbonylamino)-5-(trifluoromethyl)benzoic acid (141940-29-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: tetrahydrofuran / 18 h / Heating

2.1: t-BuLi / tetrahydrofuran; hexane / 2.5 h / -40 °C

2.2: tetrahydrofuran; hexane / -40 - 0 °C

With tert.-butyl lithium; In tetrahydrofuran; hexane;

DOI:10.1021/jm031044w

upstream raw materials:

carbon dioxide

tert-butyl (4-(trifluoromethyl)phenyl)carbamate

4-trifluoromethylphenylamine

di-tert-butyl dicarbonate

Downstream raw materials:

2-amino-5-(trifluoromethyl)benzoic acid, hydrochloride

C₁₆H₁₈F₃NO₄

2-amino-5-(trifluoromethyl)benzoic acid

(2-tert-Butoxycarbonylamino-5-trifluoromethyl-benzoylamino)-acetic acid