Tert-butyl 4-amino-3-fluorobenzoate

Base Information

• Chemical Name: Tert-butyl 4-amino-3-fluorobenzoate
• CAS No.: 157665-53-7
• Molecular Formula: C11H14 F N O2
• Molecular Weight: 211.236
• DSSTox Substance ID: DTXSID50439604
• Wikidata: Q82255598
• Mol file: 157665-53-7.mol

Synonyms:tert-butyl 4-amino-3-fluorobenzoate;157665-53-7;Benzoic acid, 4-amino-3-fluoro-, 1,1-dimethylethyl ester;Tert-butyl-4-amino-3-fluorobenzoate;tert-Butyl4-amino-3-fluorobenzoate;SCHEMBL355461;DTXSID50439604;FYHPHTHRJPRDSU-UHFFFAOYSA-N;AKOS011977320;SB79081;BS-49315;CS-0141838;4-Amino-3-fluoro-benzoic acid tert-butyl ester;E79816;EN300-120699;A1-23067;Benzoic acid,4-amino-3-fluoro-,1,1-dimethylethyl ester

Chemical Property of Tert-butyl 4-amino-3-fluorobenzoate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.524
• Boiling Point: 321.076°C at 760 mmHg
• PKA: 1.03±0.10(Predicted)
• Flash Point: 147.982°C
• PSA: 52.32000
• Density: 1.152g/cm³
• LogP: 2.94440
• Storage Temp.: 2-8°C
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 211.10085685
• Heavy Atom Count: 15
• Complexity: 237

Purity/Quality:

98%min ^*data from raw suppliers

tert-butyl4-amino-3-fluorobenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Tert-butyl 4-amino-3-fluorobenzoate

There total 4 articles about Tert-butyl 4-amino-3-fluorobenzoate 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: 98.0%

3-fluoro-4-nitrobenzoic acid t-butyl ester (157665-52-6) → tert-butyl 3-fluoro-4-aminobenzoate (157665-53-7)

Guidance literature:

With ammonium formate; palladium on activated charcoal; In ethanol;

DOI:10.1021/jm00041a015

Reference yield: 88.0%

→ tert-butyl 3-fluoro-4-aminobenzoate (157665-53-7)

Guidance literature:

Reference yield:

3-fluoro-4-nitrobenzoyl chloride (157665-51-5) → tert-butyl 3-fluoro-4-aminobenzoate (157665-53-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) BuLi / 1.) hexane, 20 deg C, 20 min, 2.) hexane, THF, 22 h

2: 98 percent / ammonium formate / 10percent Pd/C / ethanol

With n-butyllithium; ammonium formate; palladium on activated charcoal; In ethanol;

DOI:10.1021/jm00041a015

upstream raw materials:

3-fluoro-4-nitrobenzoic acid t-butyl ester

3-fluoro-4-nitrobenzoyl chloride

3-fluoro-4-nitrobenzoic acid

Downstream raw materials:

tert-butyl 3-fluoro-4-benzoate

t-butyl (3-fluoro-4-methylamino) benzoate

tert-butyl 3-fluoro-4-amino>benzoate

Refernces

• 1、 -. "SUBSTITUTED OXOPYRIDINE DERIVATIVES AND USE THEREOF IN THE TREATMENT OF CARDIOVASCULAR DISORDERS". Paragraph 0877-0880; 0882-0885. . Retrieved 2016/10/07.
• 2、 Springer,Niculescu-Duvaz,Pedley. "Novel prodrugs of alkylating agents derived from 2-fluoro- and 3- fluorobenzoic acids for antibody-directed enzyme prodrug therapy". . p. 2361 - 2370. Retrieved 2007/10/02.