2-((tert-Butoxycarbonyl)amino)-4,5-dimethoxybenzoic acid

Base Information

• Chemical Name: 2-((tert-Butoxycarbonyl)amino)-4,5-dimethoxybenzoic acid
• CAS No.: 122744-78-9
• Molecular Formula: C14H19 N O6
• Molecular Weight: 297.308
• Hs Code.: 2924299090
• European Community (EC) Number: 672-440-7
• DSSTox Substance ID: DTXSID30373774
• Nikkaji Number: J2.820.713A
• Wikidata: Q72469988
• Mol file: 122744-78-9.mol

Synonyms:122744-78-9;2-((tert-Butoxycarbonyl)amino)-4,5-dimethoxybenzoic acid;n-boc-4,5-dimethoxyanthranilic acid;2-tert-Butoxycarbonylamino-4,5-dimethoxy-benzoicacid;2-tert-Butoxycarbonylamino-4,5-dimethoxy-benzoic acid;2-tert-butoxycarbonylamino-4,5-dimethoxybenzoic acid;4,5-dimethoxy-2-[(2-methylpropan-2-yl)oxycarbonylamino]benzoic Acid;2-{[(tert-butoxy)carbonyl]amino}-4,5-dimethoxybenzoic acid;2-((tert-Butoxycarbonyl)amino)-4,5-dimethoxybenzoicacid;2-[(tert-butoxycarbonyl)amino]-4,5-dimethoxybenzoic acid;DTXSID30373774;XEA74478;Benzoic acid,2-[[(1,1-dimethylethoxy)carbonyl]amino]-4,5-dimethoxy-;MFCD02682186;AKOS000169143;AC-6684;SS-4051;A2587;CS-0171894;FT-0642987;EN300-1228753;Q-103159;2-(tert-butoxycarbonylamino)-4,5-dimethoxybenzoic acid;4,5-Dimethoxy-2-(tert-butoxycarbonylamino)benzoic acid;2-(tert-butoxycarbonyl)-4,5-dimethoxybenzoic acid;N-BOC-4,5-DIMETHOXYANTHRANILIC ACID

Chemical Property of 2-((tert-Butoxycarbonyl)amino)-4,5-dimethoxybenzoic acid

Chemical Property:

• Vapor Pressure: 2.12E-06mmHg at 25°C
• Boiling Point: 378.4°Cat760mmHg
• Flash Point: 182.6°C
• PSA: 94.09000
• Density: 1.244g/cm³
• LogP: 2.82200
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 6
• Exact Mass: 297.12123733
• Heavy Atom Count: 21
• Complexity: 378

Purity/Quality:

98%min ^*data from raw suppliers

2-tert-Butoxycarbonylamino-4,5-dimethoxy-benzoicAcid ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC1=CC(=C(C=C1C(=O)O)OC)OC

Technology Process of 2-((tert-Butoxycarbonyl)amino)-4,5-dimethoxybenzoic acid

There total 2 articles about 2-((tert-Butoxycarbonyl)amino)-4,5-dimethoxybenzoic 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: 99.0%

di-tert-butyl dicarbonate (24424-99-5) + 2-Amino-4,5-dimethoxybenzoic acid (5653-40-7) → 2-tert-Butoxycarbonylamino-4,5-dimethoxy-benzoic acid (122744-78-9)

Guidance literature:

With triethylamine; In 1,4-dioxane; water; at 20 ℃; for 24h;

DOI:10.1016/j.bmc.2004.04.030

Reference yield:

carbon dioxide (124-38-9,18923-20-1) + N-((1,1-dimethylethyl)oxycarbonyl)-3,4-dimethoxyaniline (102421-43-2) → 6-((tert-butoxycarbonyl)amino)-2,3-dimethoxybenzoic acid (106107-48-6) + 2-tert-Butoxycarbonylamino-4,5-dimethoxy-benzoic acid (122744-78-9)

Guidance literature:

With tert.-butyl lithium; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts; 1.) hexane, THF, -60 to -20 deg C;

DOI:10.1021/jo00280a020

Reference yield: 79.0%

2-tert-Butoxycarbonylamino-4,5-dimethoxy-benzoic acid (122744-78-9) + rac-methylbenzylamine (618-36-0) → [4,5-dimethoxy-2-(1-phenyl-ethylcarbamoyl)-phenyl]-carbamic acid tert-butyl ester (733809-81-9)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1016/j.bmc.2004.04.030

upstream raw materials:

carbon dioxide

N-((1,1-dimethylethyl)oxycarbonyl)-3,4-dimethoxyaniline

di-tert-butyl dicarbonate

2-Amino-4,5-dimethoxybenzoic acid

Downstream raw materials:

[4,5-dimethoxy-2-(3-chloro-4-fluorophenylcarbamoyl)-phenyl]-carbamic acid tert-butyl ester

[4,5-dimethoxy-2-(3-methoxy-phenylcarbamoyl)-phenyl]-carbamic acid tert-butyl ester

[4,5-dimethoxy-2-(3-trifluoromethyl-phenylcarbamoyl)-phenyl]-carbamic acid tert-butyl ester

[4,5-dimethoxy-2-cyclohexylcarbamoylphenyl]-carbamic acid tert-butyl ester

Refernces

• 1、 Ward, Timothy R.,Turunen, Brandon J.,Haack, Torsten,Neuenswander, Benjamin,Shadrick, William,Georg, Gunda I.. "Synthesis of a quinolone library from ynones". experimental part. p. 6494 - 6497. Retrieved 2011/02/24.
• 2、 Asano, Toru,Yoshikawa, Tomohiro,Nakamura, Hiroyuki,Uehara, Yoshimasa,Yamamoto, Yoshinori. "Synthesis and biological evaluation of benzamides and benzamidines: Structural requirement of a pyrimidine ring for inhibition of EGFR tyrosine kinase". . p. 2299 - 2302. Retrieved 2007/10/03.