122744-78-9

Basic information

• Product Name: 2-TERT-BUTOXYCARBONYLAMINO-4,5-DIMETHOXY-BENZOIC ACID
• Synonyms: 2-TERT-BUTOXYCARBONYLAMINO-4,5-DIMETHOXY-BENZOIC ACID;BOC-2-AMINO-4,5-DIMETHOXYBENZOIC ACID;ANTHRANILIC ACID, N-BOC-4,5-DIMETHOXY;N-BOC-4,5-DIMETHOXYANTHRANILIC ACID;2-[[(1,1-Dimethylethoxy)carbonyl]amino]-4,5-dimethoxybenzoic acid
• CAS NO: 122744-78-9
• Molecular Formula: C₁₄H₁₉NO₆
• Molecular Weight: 297.3
• Mol File: 122744-78-9.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 378.4°Cat760mmHg
• Flash Point: 182.6°C
• Appearance: /
• Density: 1.244g/cm³
• Vapor Pressure: 2.12E-06mmHg at 25°C
• Refractive Index: 1.552
• CAS DataBase Reference: 2-TERT-BUTOXYCARBONYLAMINO-4,5-DIMETHOXY-BENZOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 2-TERT-BUTOXYCARBONYLAMINO-4,5-DIMETHOXY-BENZOIC ACID(122744-78-9)
• EPA Substance Registry System: 2-TERT-BUTOXYCARBONYLAMINO-4,5-DIMETHOXY-BENZOIC ACID(122744-78-9)

Safety Data

• Safety Statements: 24/25
• HazardClass: IRRITANT
• Hazardous Substances Data: 122744-78-9(Hazardous Substances Data)

Usage

General Description

2-TERT-BUTOXYCARBONYLAMINO-4,5-DIMETHOXY-BENZOIC ACID is a chemical compound that belongs to the class of benzoic acids. It is a derivative of benzoic acid with a tert-butoxycarbonyl (Boc) protecting group attached to the amino group and two methoxy groups attached to the benzene ring. 2-TERT-BUTOXYCARBONYLAMINO-4,5-DIMETHOXY-BENZOIC ACID can be used as a building block in organic synthesis and is often employed in the production of pharmaceuticals and agrochemicals. Its specific properties and applications may vary depending on the context in which it is used.

InChI:InChI=1/C14H19NO6/c1-14(2,3)21-13(18)15-9-7-11(20-5)10(19-4)6-8(9)12(16)17/h6-7H,1-5H3,(H,15,18)(H,16,17)

Upstream product

• 124-38-9 carbon dioxide 
• 102421-43-2 N-((1,1-dimethylethyl)oxycarbonyl)-3,4-dimethoxyaniline 
• 24424-99-5 di-tert-butyl dicarbonate 
• 5653-40-7 2-Amino-4,5-dimethoxybenzoic acid 

Downstream Products

• 733810-04-3 [4,5-dimethoxy-2-(3-chloro-4-fluorophenylcarbamoyl)-phenyl]-carbamic acid tert-butyl ester 
• 733810-00-9 [4,5-dimethoxy-2-(3-methoxy-phenylcarbamoyl)-phenyl]-carbamic acid tert-butyl ester 
• 733809-93-3 [4,5-dimethoxy-2-(3-trifluoromethyl-phenylcarbamoyl)-phenyl]-carbamic acid tert-butyl ester 
• 733809-74-0 [4,5-dimethoxy-2-cyclohexylcarbamoylphenyl]-carbamic acid tert-butyl ester 
• 733809-81-9 [4,5-dimethoxy-2-(1-phenyl-ethylcarbamoyl)-phenyl]-carbamic acid tert-butyl ester 
• 733809-87-5 [4,5-dimethoxy-2-(3-bromophenylcarbamoyl)-phenyl]-carbamic acid tert-butyl ester 
• 1221573-83-6 C₄₂H₃₈F₁₇N₃O₁₄S 
• 1221571-92-1 C₄₀H₄₄F₁₇N₃O₉S 
• 1221572-07-1 C₄₁H₄₆F₁₇N₃O₁₀S 
• 1221571-95-4 C₄₃H₄₂F₁₇N₃O₉S 
• 1221572-11-7 C₄₄H₄₄F₁₇N₃O₁₀S 
• 1221574-08-8 C₄₀H₄₂F₁₇N₃O₁₂S 
• 1198473-11-8 C₁₆H₂₄N₂O₆ 
• 408509-80-8 4,5-dimethoxy-N,2-dimethylaniline 

Relevant articles and documents

Facile synthesis and antitumor activity of novel N(9) methylated AHMA analogs

A facile synthesis of novel antitumor N(9)-methyl-3-(9-acridinylamino)-5- hydroxymethylaniline (AHMA) derivatives is described. Boc protection of aminobenzoic acids followed by LiAlH4 reduction yielded novel methylaminobenzyl alcohol reactants. Their interaction with 9-chloroacridine provides N(9)-methylated AHMA derivatives for biological screening. A preliminary anti-proliferative assay against seven cancer cell lines identified compounds with low μM IC50 values. The Royal Society of Chemistry and the Centre National de la Recherche Scientifique.

Benzamides and benzamidines as specific inhibitors of epidermal growth factor receptor and v-Src protein tyrosine kinases

The benzamides 1 and the benzamidines 2 as well as the cyclic benzamidines 3 were designed and synthesized as the mimics of 4-anilinoquinazolines for an inhibitor of EGFR tyrosine kinase. The specific inhibitions of EGFR tyrosine kinase were observed in the benzamides 1c and 1d, and the benzamidine 2a, whereas the specific inhibitions of v-Src kinase were observed in the benzamide 1j and the benzamidine 2d at a 10μg/mL concentration of compounds. The cyclic benzamidines 3a and 3b showed potent kinase inhibition of EGFR at a 1.0μg/mL concentration. According to the docking simulation using the X-ray structure of EGFR kinase domain in complex with erlotinib, the LigScore2 scoring function value of erlotinib was calculated as 5.61, whereas that of the benzamide 1c was 5.05. In a similar manner, the LigScore2 value of the cyclic benzamidine 3a was calculated as 5.10.

Secondary β-Aminobenzamide and Heteroatom Directed Lithiation in the Synthesis of 5,6-Dimethoxyanthanilamides and Related Compounds

Directed ortho-lithiation strategies have been applied in the synthesis of the dopamine D-2 antagonist (S)-6-amino-5-bromo-2,3-dimethoxy-N-benzamide (NCQ 318).The secondary β-amino side chain was found to be a powerful orth