Methyl 4-(BOC-amino)benzoate

Base Information

• Chemical Name: Methyl 4-(BOC-amino)benzoate
• CAS No.: 164596-20-7
• Molecular Formula: C13H17NO4
• Molecular Weight: 251.282
• Hs Code.: 2924299090
• European Community (EC) Number: 803-364-6
• DSSTox Substance ID: DTXSID50435383
• Nikkaji Number: J828.353B
• Wikidata: Q82250271
• Mol file: 164596-20-7.mol

Synonyms:Methyl 4-(BOC-amino)benzoate;164596-20-7;Methyl 4-((tert-butoxycarbonyl)amino)benzoate;Methyl 4-[(2-methylpropan-2-yl)oxycarbonylamino]benzoate;methyl 4-(tert-butoxycarbonylamino)benzoate;METHYL 4-(TERT-BUTOXYCARBONYLAMINO) BENZOATE;4-(Boc-amino)benzoic acid methyl ester;Methyl4-((tert-butoxycarbonyl)amino)benzoate;Methyl 4-tert-butoxycarbonylaminobenzenecarboxylate;SCHEMBL4315966;DTXSID50435383;XUFDEWYARHDJQD-UHFFFAOYSA-N;Benzoic acid, 4-[[(1,1-dimethylethoxy)carbonyl]amino]-, methyl ester;MFCD12488174;Methyl 4-(Boc-amino)benzoate, 97%;AKOS009018997;AS-30335;CS-0209765;FT-0765249;J-522262;4-(tert-Butoxycarbonylamino)benzoic acid methyl ester

Chemical Property of Methyl 4-(BOC-amino)benzoate

Chemical Property:

• Melting Point: 163-166°C
• PSA: 64.63000
• LogP: 2.89320
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 251.11575802
• Heavy Atom Count: 18
• Complexity: 301

Purity/Quality:

98%min ^*data from raw suppliers

Methyl 4-(Boc-amino)benzoate ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22-43-52/53
• Safety Statements: 36/37-61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC1=CC=C(C=C1)C(=O)OC
• Uses: Methyl 4-(Boc-amino)benzoate is an impuriy of α,α-Bis[4-(dimethylamino)phenyl]-4-(methylamino)-benzenemethanol which is a product from degradation of methyl green.

Technology Process of Methyl 4-(BOC-amino)benzoate

There total 19 articles about Methyl 4-(BOC-amino)benzoate 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) + methyl 4-azidobenzoate (20442-96-0) → 4-tert-butoxycarbonylamino-benzoic acid methyl ester (164596-20-7)

Guidance literature:

With triethylsilane; palladium hydroxide - carbon; In ethanol; at 50 ℃; for 36h;

DOI:10.1016/S0040-4039(97)00324-9

Reference yield: 91.0%

di-tert-butyl dicarbonate (24424-99-5) + 4-methoxycarbonyl aniline (619-45-4) → 4-tert-butoxycarbonylamino-benzoic acid methyl ester (164596-20-7)

Guidance literature:

With sulfated tungstate 10 wt %; In neat (no solvent); at 20 ℃; for 0.583333h; chemoselective reaction;

DOI:10.1080/00397911.2021.1942060

Reference yield: 90.0%

tert-butyl carbazate (4248-19-5) + 4-methoxycarbonylphenyl bromide (619-42-1) → 4-tert-butoxycarbonylamino-benzoic acid methyl ester (164596-20-7)

Guidance literature:

With (1,2-dimethoxyethane)dichloronickel(II); (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate; 4,4'-di-tert-butyl-2,2'-bipyridine; N,N,N',N'-tetramethylguanidine; In acetonitrile; at 23 ℃; for 48h; Inert atmosphere; Irradiation;

DOI:10.1021/acs.joc.8b02182

upstream raw materials:

di-tert-butyl dicarbonate

methyl 4-azidobenzoate

methyl 4-hydrazinobenzoate

4,4'-bismethoxycarbonylazobenzene

Downstream raw materials:

3-(4-aminophenyl)isoxazol-5-amine