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

Base Information

• Chemical Name: 4-(((tert-Butoxycarbonyl)amino)methyl)benzoic acid
• CAS No.: 33233-67-9
• Molecular Formula: C13H17NO4
• Molecular Weight: 251.282
• Hs Code.: 29242990
• European Community (EC) Number: 807-529-3
• DSSTox Substance ID: DTXSID50357455
• Nikkaji Number: J1.094.165B
• Wikidata: Q72509860
• Mol file: 33233-67-9.mol

Synonyms:33233-67-9;4-(Boc-aminomethyl)benzoic acid;4-(((tert-Butoxycarbonyl)amino)methyl)benzoic acid;4-[(tert-Butoxycarbonylamino)methyl]benzoic acid;Boc-4-Amb-OH;4-[[(2-methylpropan-2-yl)oxycarbonylamino]methyl]benzoic Acid;4-{[(tert-butoxycarbonyl)amino]methyl}benzoic acid;MFCD00228182;4-({[(tert-butoxy)carbonyl]amino}methyl)benzoic acid;4-((tert-butoxycarbonylamino)methyl)benzoic acid;Boc-4-Amb-OH Boc-(4-aminomethyl) benzoic acid;Boc-Pamb-OH;4-[N-(tert-butoxycarbonyl)aminomethyl)benzoic acid;4-[n-(tert-butoxycarbonyl)aminomethyl]benzoic acid;Boc-(4)Ambz-OH;BOC-(4-AMINOMETHYL)-BENZOIC ACID;Benzoic acid, 4-[[[(1,1-dimethylethoxy)carbonyl]amino]methyl]-;4-(tert-butoxycarbonylaminomethyl)benzoic acid;SCHEMBL133327;SCHEMBL8401775;n-boc-4-aminomethylbenzoic acid;4-[[n-(tert-butyloxycarbonyl)amino]methyl]benzoic acid;AMY4760;DTXSID50357455;LNKHBRDWRIIROP-UHFFFAOYSA-N;N-BOC-4-aminomethyl benzoic acid;HMS1778F09;4-(N-Boc-aminomethyl)benzoic acid;4-[(Boc-amino)methyl]benzoic Acid;AB1182;BBL007709;STL137672;4-[(Boc-amino)-methyl]-benzoic acid;AKOS000199601;BS-4645;CS-W007869;4-t-butoxycarbonylaminomethylbenzoic acid;NCGC00329464-01;4-(BOC-AMINOMETHYL)-BENZOIC ACID;AC-17191;SY025132;alpha-(1-t-Butoxyformamido)-p-toluic acid;4-(t-butoxycarbonylaminomethyl)benzoic acid;4-(t-butoxycarbonylaminomethyl)-benzoic Acid;4-(t-Butyloxycarbonylaminomethyl)benzoic acid;B4305;FT-0679796;4-((t-butoxycarbonylamino)methyl)benzoic acid;4-(t-butoxycarbonylamino-methyl)-benzoic acid;EN300-14640;4-((tert-butoxycarbonylamino)methyl)benzoicacid;4-(t-Butyloxycarbonylaminomethyl)-benzoic acid;4-(tert-butoxycabonylamino-methyl)-benzoic acid;4-(N-tert-butoxycarbonylaminomethyl)benzoic acid;4-(tert-butoxycarbonylamino-methyl)-benzoic acid;4-[(tert-Butoxycarbonyl)aminomethyl]benzoic acid;AB01323288-02;N-tert-butoxycarbonyl-4-aminomethyl-benzoic acid;4-(((tert-Butoxycarbonyl)amino)methyl)benzoicacid;4-((tert-butoxycarbonyl amino)methyl)benzoic acid;4-(Boc-aminomethyl)benzoic acid, >=98.0% (T);4-(N-tert-butoxycarbonyl-aminomethyl)benzoic acid;4-[N-(t-butoxycarbonyl)-aminomethyl]benzoic acid;A821683;4-((1,1-Dimethylethoxycarbonyl)aminomethyl)benzoic acid;Z104442472;4-[({[(1,1-dimethylethyl)oxy]carbonyl}amino)-methyl]benzoic acid;4-[1-amino-2-[(2-methylpropan-2-yl)oxy]-2-oxoethyl]benzoic acid

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

Chemical Property:

• Vapor Pressure: 4.41E-08mmHg at 25°C
• Melting Point: 164-168 °C
• Boiling Point: 427.8 °C at 760 mmHg
• PKA: 4.25±0.10(Predicted)
• Flash Point: 212.6 °C
• PSA: 75.63000
• Density: 1.178 g/cm³
• LogP: 2.80040
• Storage Temp.: Store at 0°C
• Solubility.: soluble in Methanol
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 251.11575802
• Heavy Atom Count: 18
• Complexity: 301

Purity/Quality:

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

4-(Boc-aminomethyl)benzoic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi
• Hazard Codes: Xi,Xn
• Statements: 22-36/37/38
• Safety Statements: 22-26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NCC1=CC=C(C=C1)C(=O)O
• Uses: 4-(Boc-aminomethyl)benzoic Acid is the Boc protected form of 4-(Aminomethyl)benzoic Acid (A615230) and is used as a reagent in the synthesis of indoleamide derivatives as EP2 antagonists with high selectivity. 4-(Boc-aminomethyl)benzoic Acid is also used as a reagent in the synthesis of aminopyridine-derived amides as nicotinamide phosphoribosyltransferase inhibitors.

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

There total 17 articles about 4-(((tert-Butoxycarbonyl)amino)methyl)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) + C8H9NO2*(x)ClH → 4-(tert-Butoxycarbonylaminomethyl)benzoic acid (33233-67-9)

Guidance literature:

With sodium hydrogencarbonate; In tetrahydrofuran; water; at 20 ℃; for 19h;

DOI:10.1016/j.ejmech.2020.112411

Reference yield: 98.0%

p-aminomethylbenzoic acid (56-91-7) + di-tert-butyl dicarbonate (24424-99-5) → 4-(tert-Butoxycarbonylaminomethyl)benzoic acid (33233-67-9)

Guidance literature:

With sodium hydroxide; In 1,4-dioxane; at 0 - 20 ℃; for 24h;

DOI:10.1021/acsmedchemlett.0c00285

Reference yield: 97.0%

di-tert-butyl dicarbonate (24424-99-5) + 4-hydroxymethyl-benzylamine (39895-56-2) → 4-(tert-Butoxycarbonylaminomethyl)benzoic acid (33233-67-9)

Guidance literature:

With sodium hydrogencarbonate; In tetrahydrofuran; water; at 0 ℃; pH=> 9;

upstream raw materials:

p-aminomethylbenzoic acid

di-tert-butyl dicarbonate

tert-Butyl 4-nitrophenyl carbonate

methyl 4-[N-(tert-butoxycarbonyl)aminomethyl]benzoate

Downstream raw materials:

methyl 4-[N-(tert-butoxycarbonyl)aminomethyl]benzoate

chloromethyl 4-(((tert-butoxycarbonyl)amino)methyl)benzoate

C₁₈H₂₆N₂O₃

1,1-dimethylethyl ({4-[(cyclopropylamino)carbonyl]phenyl}methyl)carbamate

Refernces

• 1、 Chang, Chih-Chao,Chang, Chih-Hsien,Lo, Yi-Hsuan,Lin, Ming-Hsien,Shen, Chih-Chieh,Liu, Ren-Shyan,Wang, Hsin-Ell,Chen, Chuan-Lin. "Preparation and characterization of a novel Al18F–NOTA–BZA conjugate for melanin-targeted imaging of malignant melanoma". . p. 4133 - 4139. Retrieved 2016.
• 2、 Maccallini, Cristina,Arias, Fabio,Gallorini, Marialucia,Amoia, Pasquale,Ammazzalorso, Alessandra,De Filippis, Barbara,Fantacuzzi, Marialuigia,Giampietro, Letizia,Cataldi, Amelia,Camacho, María Encarnación,Amoroso, Rosa. "Antiglioma Activity of Aryl and Amido-Aryl Acetamidine Derivatives Targeting iNOS: Synthesis and Biological Evaluation". supporting information. p. 1470 - 1475. Retrieved 2020/07/31.
• 3、 Budě?ínsky, Milo?,Jirá?ek, Ji?í,Mitrová, Katarína,Pícha, Jan. "Acid-Stable Ester Linkers for the Solid-Phase Synthesis of Immobilized Peptides". . p. 1297 - 1306. Retrieved 2020/07/04.