4-((tert-Butoxycarbonyl)amino)benzoic acid

Base Information

• Chemical Name: 4-((tert-Butoxycarbonyl)amino)benzoic acid
• CAS No.: 66493-39-8
• Molecular Formula: C12H15 N O4
• Molecular Weight: 237.255
• Hs Code.: 2924299090
• European Community (EC) Number: 676-774-4
• DSSTox Substance ID: DTXSID60373146
• Nikkaji Number: J1.349.538F
• Wikidata: Q72447826
• Mol file: 66493-39-8.mol

Synonyms:66493-39-8;Boc-4-Abz-OH;4-((tert-Butoxycarbonyl)amino)benzoic acid;4-(Boc-amino)benzoic acid;4-Tert-Butoxycarbonylamino-Benzoic Acid;boc-4-aminobenzoic acid;Boc-PABA-OH;4-[(2-methylpropan-2-yl)oxycarbonylamino]benzoic Acid;4-(tert-Butoxycarbonylamino)benzoic Acid;N-Boc-4-aminobenzoic acid;4-[(tert-butoxycarbonyl)amino]benzoic acid;MFCD00037428;4-tert-butoxycarbonylaminobenzoic acid;Benzoic acid, 4-[[(1,1-dimethylethoxy)carbonyl]amino]-;boc-p-aminobenzoic acid;Boc-(4)Abz-OH;4-(boc-amino)-benzoic acid;4-(n-boc amino)benzoic acid;SCHEMBL243401;DTXSID60373146;ZJDBQMWMDZEONW-UHFFFAOYSA-N;BCP28312;AKOS000200122;AB01175;CS-W007493;4-(tert-butoxycarbonyl)aminobenzoic acid;4-(tert-butoxycarbonylamino) benzoic acid;4-(tert-butoxycarbonylamino)-benzoic acid;AS-18492;Boc-4-Abz-OH, >=98.0% (T);SY006228;4-(tert-butyloxycarbonylamino)benzoic acid;4-[(tert-butoxycarbonyl)amino] benzoic acid;B3898;FT-0629986;4-{[(tert-butoxy)carbonyl]amino}benzoic acid;EN300-14053;A835476;AG-205/06424048;J-515999;Z104509192;4-({[(1,1-dimethylethyl)oxy]carbonyl}amino)benzoic acid

Chemical Property of 4-((tert-Butoxycarbonyl)amino)benzoic acid

Chemical Property:

• Appearance/Colour: white - off-white powder
• Vapor Pressure: 4.48E-05mmHg at 25°C
• Melting Point: ~200 °C (dec.)
• Boiling Point: 336.2 °C at 760 mmHg
• PKA: 4.33±0.10(Predicted)
• Flash Point: 157.1 °C
• PSA: 75.63000
• Density: 1.242 g/cm³
• LogP: 2.80480
• Storage Temp.: 2-8°C
• Solubility.: soluble in Methanol
• 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: 287

Purity/Quality:

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

Boc-4-aminobenzoic acid98+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:Irritating to eyes, respiratory system and skin.
• Hazard Codes: R36/37/38:Irritating to eyes, respiratory system and skin.
• Statements: 36/37/38
• 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=C(C=C1)C(=O)O
• Uses: 4-(N-tert-Butoxycarbonyl)aminobenzoic Acid is the tert-Butyloxycarbonyl group protected derivative of 4-Aminobenzoic Acid (A591500), an widely distributed B complex factor in nature.

Technology Process of 4-((tert-Butoxycarbonyl)amino)benzoic acid

There total 21 articles about 4-((tert-Butoxycarbonyl)amino)benzoic 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) + 4-amino-benzoic acid (150-13-0,159246-81-8,8014-65-1) → 4-(N-tert-butoxycarbonyl)aminobenzoic acid (66493-39-8)

Guidance literature:

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

DOI:10.1021/jm000387g

Reference yield: 93.0%

tert-butyl N-[4-(hydroxymethyl)phenyl]carbamate (144072-29-7) → 4-(N-tert-butoxycarbonyl)aminobenzoic acid (66493-39-8)

Guidance literature:

With oxygen; sodium carbonate; In water; tert-butyl alcohol; at 120 ℃; for 0.533333h; under 52505.3 Torr; Flow reactor; Green chemistry;

DOI:10.1039/c4ra14947e

Reference yield: 93.0%

di-tert-butyl dicarbonate (24424-99-5) + 4-(((benzyloxy)carbonyl)amino)benzoic acid (5330-71-2) → 4-(N-tert-butoxycarbonyl)aminobenzoic acid (66493-39-8)

Guidance literature:

With polymethylhydrosiloxane; palladium on activated charcoal; In ethanol; at 20 ℃; for 3h;

DOI:10.1246/cl.2000.780

upstream raw materials:

di-tert-butyl dicarbonate

4-amino-benzoic acid

4-azidobenzoic acid

4-(((benzyloxy)carbonyl)amino)benzoic acid

Downstream raw materials:

C₃₁H₄₃N₇O₄

(S)-2-(4-tert-Butoxycarbonylamino-benzoylamino)-4-methyl-pentanoic acid methyl ester

O-9-fluorenylmethyl-N-Boc-4-aminobenzoate

5-(4-tert-butoxycarbonylamino-benzoylamino)-1H-indole-2-carboxylic acid ethyl ester

Refernces

• 1、 Guo, Hongchao,Ding, Kuiling. "Liquid-phase synthesis of 2,3-dihydro-4-pyridones: One-pot three-component aza Diels-Alder reaction of Danishefsky's diene with aldehydes and PEG-supported amine". . p. 7103 - 7106. Retrieved 2003.
• 2、 Bibi, Maria,Qureshi, Naveeda Akhter,Sadiq, Abdul,Farooq, Umar,Hassan, Abbas,Shaheen, Nargis,Asghar, Irfa,Umer, Duaa,Ullah, Azmat,Khan, Farhan A.,Salman, Muhammad,Bibi, Ahtaram,Rashid, Umer. "Exploring the ability of dihydropyrimidine-5-carboxamide and 5-benzyl-2,4-diaminopyrimidine-based analogues for the selective inhibition of L. major dihydrofolate reductase". . . Retrieved 2020/11/16.