3-((tert-Butoxycarbonyl)amino)-4-methylbenzoic acid

Base Information

• Chemical Name: 3-((tert-Butoxycarbonyl)amino)-4-methylbenzoic acid
• CAS No.: 231958-04-6
• Molecular Formula: C13H17NO4
• Molecular Weight: 251.282
• Hs Code.: 2924299090
• European Community (EC) Number: 824-414-3
• DSSTox Substance ID: DTXSID40442829
• Wikidata: Q82260354
• Mol file: 231958-04-6.mol

Synonyms:231958-04-6;3-((tert-Butoxycarbonyl)amino)-4-methylbenzoic acid;Boc-3-amino-4-methylbenzoic acid;4-methyl-3-[(2-methylpropan-2-yl)oxycarbonylamino]benzoic Acid;3-(Boc-amino)-4-methylbenzoic acid;3-[(tert-butoxycarbonyl)amino]-4-methylbenzoic acid;3-[(TERT-BUTYLOXYCARBONYL)AMINO]-4-METHYLBENZOIC ACID;3-{[(tert-butoxy)carbonyl]amino}-4-methylbenzoic acid;3-tert-butoxycarbonylamino-4-methyl-benzoic acid;SCHEMBL2283371;DTXSID40442829;ITZUJURBEZPZOD-UHFFFAOYSA-N;BOC-(3)ABZ(4-ME)-OH;BCP05687;Benzoic acid, 3-[[(1,1-dimethylethoxy)carbonyl]amino]-4-methyl-;MFCD01861378;AKOS000169518;AB10146;BS-4646;CS-W021750;FT-0679791;EN300-30940;A878310;3-((tert-Butoxycarbonyl)amino)-4-methylbenzoicacid;Z285919580

Chemical Property of 3-((tert-Butoxycarbonyl)amino)-4-methylbenzoic acid

Chemical Property:

• PSA: 75.63000
• LogP: 3.11320
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 251.11575802
• Heavy Atom Count: 18
• Complexity: 321

Purity/Quality:

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

Boc-3-amino-4-methylbenzoic acid 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C=C(C=C1)C(=O)O)NC(=O)OC(C)(C)C

Technology Process of 3-((tert-Butoxycarbonyl)amino)-4-methylbenzoic acid

There total 4 articles about 3-((tert-Butoxycarbonyl)amino)-4-methylbenzoic 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) + 3-amino-p-toluic acid (2458-12-0) → 3-[(tert-butyloxycarbonyl)amino]-4-methylbenzoic acid (231958-04-6)

Guidance literature:

With sodium hydroxide; In water; at 20 ℃; for 18h;

Reference yield: 74.7%

3-((tert-butoxycarbonyl)amino)-4-methylbenzoic acid methyl ester (330807-44-8) → 3-[(tert-butyloxycarbonyl)amino]-4-methylbenzoic acid (231958-04-6)

Guidance literature:

3-((tert-butoxycarbonyl)amino)-4-methylbenzoic acid methyl ester; With water; sodium hydroxide; In 1,4-dioxane; at 20 ℃; for 12h;

With acetic acid; at 0 ℃;

Reference yield:

3-amino-4-methyl benzoic acid methyl ester (18595-18-1) → 3-[(tert-butyloxycarbonyl)amino]-4-methylbenzoic acid (231958-04-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: tetrahydrofuran / 36 h / Reflux

2.1: sodium hydroxide; water / 1,4-dioxane / 12 h / 20 °C

2.2: 0 °C

With water; sodium hydroxide; In tetrahydrofuran; 1,4-dioxane;

upstream raw materials:

di-tert-butyl dicarbonate

3-amino-p-toluic acid

3-((tert-butoxycarbonyl)amino)-4-methylbenzoic acid methyl ester

3-amino-4-methyl benzoic acid methyl ester

Downstream raw materials:

benzyl 3-[(tert-butyloxycarbonyl)amino]-4-methylbenzoate

[5-(3-Chloro-benzylcarbamoyl)-2-methyl-phenyl]carbamic acid tert-butyl ester

6-hydroxy-7-methoxy-2-oxo-1,2-dihydro-quinoline-3-carboxylic acid [5-(3-chloro-benzylcarbamoyl)-2-methyl-phenyl]-amide

7-methoxy-6-[2-(2-methoxy-ethoxy)-ethoxy]-2-oxo-1,2-dihydro-quinoline-3-carboxylic acid [5-(3-chloro-benzylcarbamoyl)-2-methyl-phenyl]amide

Refernces

• 1、 Wang, Min,Gao, Mingzhang,Zheng, Qi-Huang. "Synthesis of carbon-11-labeled 4-(phenylamino)-pyrrolo[2,1-f][1,2,4] triazine derivatives as new potential PET tracers for imaging of p38α mitogen-activated protein kinase". . p. 3700 - 3705. Retrieved 2014/09/17.
• 2、 -. "CARBOXYLIC ACID ARYL AMIDES". Page/Page column 41. . Retrieved 2012/07/28.