2-(1H-imidazol-4-yl)-2-methylpropanoic acid

Base Information

• Chemical Name: 2-(1H-imidazol-4-yl)-2-methylpropanoic acid
• CAS No.: 731746-84-2
• Molecular Formula: C₇H₁₀N₂O₂
• Molecular Weight: 154.169
• UNII: 5B0NP35LRC
• Mol file: 731746-84-2.mol

Synonyms:2-(1H-imidazol-4-yl)-2-methylpropanoic acid;731746-84-2;2-(1H-imidazol-5-yl)-2-methylpropanoic acid;5B0NP35LRC;2-(1H-Imidazol-4-yl)-2-methyl-propanoic acid;UNII-5B0NP35LRC;SCHEMBL3531456;AKOS023399494;2-(1H-imidazol-4-yl)-2-methylpropanoicacid;FT-0767311;EN300-129819;alpha,alpha-Dimethyl-1H-imidazole-5-acetic acid;1H-Imidazole-4-acetic acid, alpha,alpha-dimethyl-;1H-Imidazole-5-acetic acid, alpha,alpha-dimethyl-;Z1262520778;.ALPHA.,.ALPHA.-DIMETHYL-1H-IMIDAZOLE-5-ACETIC ACID;1H-IMIDAZOLE-4-ACETIC ACID, .ALPHA.,.ALPHA.-DIMETHYL-;1H-IMIDAZOLE-5-ACETIC ACID, .ALPHA.,.ALPHA.-DIMETHYL-

Chemical Property of 2-(1H-imidazol-4-yl)-2-methylpropanoic acid

Chemical Property:

• XLogP3: 0.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 154.074227566
• Heavy Atom Count: 11
• Complexity: 168

Purity/Quality:

98% ^*data from raw suppliers

2-(1H-imidazol-4-yl)-2-methylpropanoicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)(C1=CN=CN1)C(=O)O

Technology Process of 2-(1H-imidazol-4-yl)-2-methylpropanoic acid

There total 6 articles about 2-(1H-imidazol-4-yl)-2-methylpropanoic 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: 92.0%

(±)-methyl 2-methyl-2-(1-trityl-1H-imidazol-4-yl)propanoate → 2-(1H-imidazol-4-yl)-2-methylpropanoic acid (731746-84-2)

Guidance literature:

With water; hydrogen bromide; at 110 ℃; for 2.5h;

DOI:10.1002/cmdc.201600356

Reference yield:

methyl [1-(triphenylmethyl)-1H-imidazol-4-yl]acetate (145133-11-5) → 2-(1H-imidazol-4-yl)-2-methylpropanoic acid (731746-84-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: lithium hexamethyldisilazane; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

1.2: 3 h / -78 °C / Inert atmosphere

2.1: hydrogen bromide; water / 2.5 h / 110 °C

With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; water; hydrogen bromide; lithium hexamethyldisilazane; In tetrahydrofuran;

DOI:10.1002/cmdc.201600356

Reference yield:

(1H-imidazol-4-yl)-acetic acid methyl ester (4200-46-8) → 2-(1H-imidazol-4-yl)-2-methylpropanoic acid (731746-84-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: triethylamine / N,N-dimethyl-formamide / Inert atmosphere

2.1: lithium hexamethyldisilazane; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

2.2: 3 h / -78 °C / Inert atmosphere

3.1: hydrogen bromide; water / 2.5 h / 110 °C

With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; water; hydrogen bromide; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1002/cmdc.201600356

upstream raw materials:

ethyl 2-methyl-2-(1H-imidazol-4-yl)propanoate

ethyl 2,2-dimethyl-3-oxobutanoate

methyl [1-(triphenylmethyl)-1H-imidazol-4-yl]acetate

(1H-imidazol-4-yl)-acetic acid methyl ester

Refernces