Boc-3-aminobenzoic acid

Base Information

• Chemical Name: Boc-3-aminobenzoic acid
• CAS No.: 111331-82-9
• Molecular Formula: C12H15NO4
• Molecular Weight: 237.255
• Hs Code.: 29242990
• European Community (EC) Number: 696-169-9
• Nikkaji Number: J1.367.771I
• Mol file: 111331-82-9.mol

Synonyms:111331-82-9;BOC-3-AMINOBENZOIC ACID;3-(Boc-amino)benzoic acid;Boc-3-Abz-OH;3-(BOC-AMINO)-BENZOIC ACID;3-((tert-butoxycarbonyl)amino)benzoic acid;Benzoic acid, 3-[[(1,1-dimethylethoxy)carbonyl]amino]-;3-(tert-butoxycarbonylamino)benzoic acid;3-[(2-methylpropan-2-yl)oxycarbonylamino]benzoic Acid;3-[(tert-butoxycarbonyl)amino]benzoic acid;MFCD00235884;3-{[(tert-butoxy)carbonyl]amino}benzoic acid;Boc-3-aminobenzoicacid;Boc-(3)Abz-OH;SCHEMBL222876;SAPAUOFSCLCQJB-UHFFFAOYSA-N;HMS1736M04;m-(1-t-butoxyformamido)benzoic acid;AB1174;Boc-3-Abz-OH, >=97.0%;AKOS000199555;3-tert-Butoxycarbonylamino-benzoic acid;CS-W000821;3-(t-butyloxycarbonylamino)benzoic acid;3-tert-butyloxycarbonylaminobenzoic acid;n-tertbutoxycarbonyl-3-aminobenzoic acid;3-(t-Butyloxycarbonylamino)-benzoic acid;3-(tert-Butoxy-carbonylamino)benzoic acid;AC-17188;SY066845;3-(tert-Butyloxycarbonylamino)benzoic acid;3-(tert-Butyloxycarbonylamino)-benzoic acid;3-[(tert-butoxy)carbonylamino]benzoic acid;BB 0253932;FT-0679792;EN300-13865;6X-5023;SR-01000072442;SR-01000072442-1;Z94601532;3-({[(1,1-dimethylethyl)oxy]carbonyl}amino)benzoic acid

Chemical Property of Boc-3-aminobenzoic acid

Chemical Property:

• Appearance/Colour: white - off-white powder
• Vapor Pressure: 3.47E-05mmHg at 25°C
• Melting Point: 195 °C (dec.)
• Boiling Point: 339.8 °C at 760 mmHg
• PKA: 4.15±0.10(Predicted)
• Flash Point: 159.3 °C
• PSA: 75.63000
• Density: 1.242 g/cm³
• LogP: 2.80480
• Storage Temp.: Store at 0-5°C
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 237.10010796
• Heavy Atom Count: 17
• Complexity: 295

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-(t-Butyloxycarbonylamino)-benzoicacid 95% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC1=CC=CC(=C1)C(=O)O
• Uses: Boc-3-Abz-OH, is an intermediate in the synthesis of various pharmaceutical compounds, including inhibitors, and therapeutic agents. It can also be used in the preparation of conformationally-constrained cyclic peptides with biarylamine linkers.

Technology Process of Boc-3-aminobenzoic acid

There total 13 articles about Boc-3-aminobenzoic 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: 100.0%

di-tert-butyl dicarbonate (24424-99-5) + meta-aminobenzoic acid (99-05-8,159139-79-4) → 3-[(tert-butoxycarbonyl)amino]benzoic acid (111331-82-9)

Guidance literature:

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

DOI:10.1021/jm000387g

Reference yield: 90.0%

tert-butyl 3-(methoxycarbonyl)phenylcarbamate (161111-23-5) → 3-[(tert-butoxycarbonyl)amino]benzoic acid (111331-82-9)

Guidance literature:

With water; lithium hydroxide; In tetrahydrofuran; methanol; at 20 ℃;

DOI:10.1021/acs.jmedchem.6b01459

Reference yield: 86.0%

tert-butyl [3-(ethoxycarbonyl)phenyl]carbamate (344462-84-6) → 3-[(tert-butoxycarbonyl)amino]benzoic acid (111331-82-9)

Guidance literature:

tert-butyl [3-(ethoxycarbonyl)phenyl]carbamate; With lithium hydroxide; water; In tetrahydrofuran; methanol; at 20 ℃; for 16h;

With hydrogenchloride; In water;

upstream raw materials:

di-tert-butyl dicarbonate

5-Aminosalicylic Acid

meta-aminobenzoic acid

3-aminobenzoic acid ethyl ester

Downstream raw materials:

N-[m-(1-t-butoxyformamido)benzoyl]-β-alanine benzyl ester

3-(N-tert-butoxycarbonyl-N-methyl-amino)-benzoic acid

1-(3-tert-Butoxycarbonylamino-benzoyl)-piperidine-4-carboxylic acid ethyl ester

4-{[4-(3-tert-butoxycarbonylamino-benzoylamino)-1-methyl-1H-pyrrole-2-carbonyl]-amino}-1-methyl-1H-pyrrole-2-carboxylic acid methyl ester

Refernces

• 1、 Varala, Ravi,Nuvula, Sreelatha,Adapa, Srinivas R.. "Molecular iodine-catalyzed facile procedure for N-Boc protection of amines". . p. 8283 - 8286. Retrieved 2006.
• 2、 -. "AMINOPYRIDINE DERIVATIVES AS PHOSPHATIDYLINOSITOL PHOSPHATE KINASE INHIBITORS". Paragraph 0634. . Retrieved 2019/07/13.
• 3、 Bhunia, Samir Kumar,Das, Pritha,Nandi, Shantanu,Jana, Ranjan. "Carboxylation of Aryl Triflates with CO2 Merging Palladium and Visible-Light-Photoredox Catalysts". supporting information. p. 4632 - 4637. Retrieved 2019/06/27.