60144-53-8

Basic information

• Product Name: 4-FLUOROANILINE, N-BOC PROTECTED
• Synonyms: 4-FLUOROANILINE, N-BOC PROTECTED;TERT-BUTYL 4-FLUOROPHENYLCARBAMATE;tert-Butyl (4-fluorophenyl)carbamate, N-(tert-Butoxycarbonyl)-4-fluoroaniline;4-Fluoroaniline,N-BOCprotected97%;1-((4-fluorophenyl)carbamoyl)cyclopropane-1-carboxylicacid
• CAS NO: 60144-53-8
• Molecular Formula: C₁₁H₁₄FNO₂
• Molecular Weight: 211.23
• Mol File: 60144-53-8.mol
• Article Data: 41

Chemical Properties

• Appearance: /
• Storage Temp.: Room temperature.
• CAS DataBase Reference: 4-FLUOROANILINE, N-BOC PROTECTED(CAS DataBase Reference)
• NIST Chemistry Reference: 4-FLUOROANILINE, N-BOC PROTECTED(60144-53-8)
• EPA Substance Registry System: 4-FLUOROANILINE, N-BOC PROTECTED(60144-53-8)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 60144-53-8(Hazardous Substances Data)

Usage

Description

4-Fluoroaniline, N-BOC protected, is a chemical compound that features a fluorine atom and an aniline group, with the latter being protected by a BOC (tert-butyloxycarbonyl) group. This BOC group is a common protective agent in organic synthesis, used to temporarily shield reactive functional groups, thus enabling selective transformations of the molecule. 4-FLUOROANILINE, N-BOC PROTECTED is known for its role as an intermediate in the production of pharmaceuticals and agrochemicals, and it is also used in the synthesis of various organic compounds. The presence of the fluorine atom in the molecule can impart unique properties, broadening its utility across different chemical applications.

Uses

Used in Pharmaceutical Industry:
4-Fluoroaniline, N-BOC protected, is used as a key intermediate in the synthesis of various pharmaceuticals. The BOC protecting group allows for selective reactions to occur at other sites on the molecule, facilitating the creation of complex drug structures. Once the desired transformations are complete, the BOC group can be removed under mild conditions to reveal the reactive aniline group for further reactions or final product formation.
Used in Agrochemical Industry:
In the agrochemical sector, 4-Fluoroaniline, N-BOC protected, serves as an intermediate for the development of new pesticides and other agrochemicals. The fluorine atom in the molecule can enhance the lipophilicity and metabolic stability of the final product, which is crucial for the effectiveness and safety of agrochemicals.
Used in Organic Synthesis:
4-Fluoroaniline, N-BOC protected, is utilized in the synthesis of a wide range of organic compounds. The BOC group provides a means to control the reactivity of the aniline group, allowing chemists to carry out reactions at other sites on the molecule selectively. This selective reactivity is particularly valuable in the synthesis of complex organic molecules where multiple functional groups are present.
Used in Fluorine Chemistry:
The presence of the fluorine atom in 4-Fluoroaniline, N-BOC protected, makes it a valuable compound in fluorine chemistry. Fluorine is known for its unique properties, such as high electronegativity and small size, which can significantly influence the physical and chemical properties of organic molecules. 4-FLUOROANILINE, N-BOC PROTECTED can be used to explore the effects of fluorination on molecular behavior and reactivity in various chemical processes.

Upstream product

• 58377-40-5 tert-butyl N-hydroxy-N-phenylcarbamate 
• 24424-99-5 di-tert-butyl dicarbonate 
• 350-46-9 4-Fluoronitrobenzene 
• 4248-19-5 tert-butyl carbazate 
• 540-36-3 para-difluorobenzene 
• 1538-75-6 2,2-dimethylpropanoic anhydride 
• 371-40-4 4-fluoroaniline 
• 110969-43-2 tert-butyl 4-tert-butylphenylcarbamate 
• 3422-01-3 tert-butyl phenylcarbamate 
• 1239374-03-8 tert-butyl 4-fluorophenyl(3-perfluorooctylpropoxy)carbamate 
• 34619-03-9 tert-butyldicarbonate 
• 460-00-4 1-Bromo-4-fluorobenzene 

Downstream Products

• 396-30-5 6-fluoroquinoline 
• 137595-45-0 3-Phenyl-6-fluoroquinoline 
• 137595-46-1 3-Methyl-6-fluoroquinoline 
• 329216-94-6 N-(tert-butoxycarbonyl)-4-fluoro-2-thiophenylaniline 
• 1033619-78-1 (6-bromo-pyridin-2-ylmethyl)-(4-fluoro-phenyl)-carbamic acid tert-butyl ester 
• 1033619-90-7 2-chloro-thiazol-4-ylmethyl-4-fluorophenylcarbamic acid tert-butyl ester 
• 1033619-85-0 (4-fluoro-phenyl)-(3-iodo-benzyl)-carbamic acid tert-butyl ester 
• 1033619-92-9 (4-fluoro-phenyl)-(2-piperidin-1-yl-thiazol-4-ylmethyl)-carbamic acid tert-butyl ester 
• 1033619-94-1 (2-chloro-thiazol-5-ylmethyl)-(4-fluorophenyl)-carbamic acid tert-butyl ester 
• 1033619-82-7 (4-fluoro-phenyl)-(4-iodo-benzyl)-carbamic acid tert-butyl ester 
• 371-40-4 4-fluoroaniline 
• 564483-40-5 (4-morpholin-4-ylphenyl)carbamic acid tert-butyl ester 
• 923947-57-3 (4-bromo-thiazol-2-yl)-(4-fluoro-phenyl)-carbamic acid tert-butyl ester 
• 329216-98-0 4-fluoro-2-(thiophenyl)phenyl isocyanate 

Relevant articles and documents

4 - Fluorine substituted aryl amine compound and synthesis method thereof

The invention discloses a synthesis method of 4 -fluorine substituted aryl amine compound, which comprises the following steps: 1) taking acyl-protected phenylhydroxylamine as a substrate, and generating 4 -fluorine substituted aniline compound under basic conditions by taking sulfonyl fluoride as a fluorine source in a polar solvent. 2) The deprotection is carried out under dilute acid conditions or Pd by catalytic hydrogenation to give the 4 - fluorine-substituted aryl amine compound. 4 - Fluorine substituted aniline compounds which are synthesized by the invention greatly increase the lipophilic property due to the introduction of fluorine atoms, and can be widely applied to preparation of fluorine-containing drugs and pesticide and dye intermediates. , The adopted raw materials are industrial products, are cheap and easily available, and are commercially available. 4 - Fluoroaryl aniline prepared by the method is high in yield, and the product with the purity 90% can be obtained in a yield of more than ≥ 99%. The method is simple to operate and low in cost, is very suitable for industrialization, and can be widely popularized and used.

Identification and Profiling of a Novel Diazaspiro[3.4]octane Chemical Series Active against Multiple Stages of the Human Malaria Parasite Plasmodium falciparum and Optimization Efforts

A novel diazaspiro[3.4]octane series was identified from a Plasmodium falciparum whole-cell high-throughput screening campaign. Hits displayed activity against multiple stages of the parasite lifecycle, which together with a novel sp3-rich scaffold provided an attractive starting point for a hit-to-lead medicinal chemistry optimization and biological profiling program. Structure-activity-relationship studies led to the identification of compounds that showed low nanomolar asexual blood-stage activity (50 nM) together with strong gametocyte sterilizing properties that translated to transmission-blocking activity in the standard membrane feeding assay. Mechanistic studies through resistance selection with one of the analogues followed by whole-genome sequencing implicated the P. falciparum cyclic amine resistance locus in the mode of resistance.

Electrophotocatalytic SNAr Reactions of Unactivated Aryl Fluorides at Ambient Temperature and Without Base

The electrophotocatalytic SNAr reaction of unactivated aryl fluorides at ambient temperature without strong base is demonstrated.