1H-Imidazole-1-acetic acid, α,α-dimethyl-4-nitro-, methyl ester

Base Information

• Chemical Name: 1H-Imidazole-1-acetic acid, α,α-dimethyl-4-nitro-, methyl ester
• CAS No.: 865774-07-8
• Molecular Formula: C₈H₁₁N₃O₄
• Molecular Weight: 213.193
• Mol file: 865774-07-8.mol

Synonyms:

Chemical Property of 1H-Imidazole-1-acetic acid, α,α-dimethyl-4-nitro-, methyl ester

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Methyl 2-methyl-2-(4-nitro-1H-imidazol-1-yl)propanoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1H-Imidazole-1-acetic acid, α,α-dimethyl-4-nitro-, methyl ester

There total 1 articles about 1H-Imidazole-1-acetic acid, α,α-dimethyl-4-nitro-, methyl ester 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:

2-bromo-2-methylpropionic acid methyl ester (23426-63-3) + 1H-4(5)-nitroimidazole (3034-38-6) → 2-methyl-2-(4-nitroimidazol-1-yl)propionic acid methyl ester (865774-07-8)

Guidance literature:

1H-4⁽⁵⁾-nitroimidazole; With sodium hydride; In DMF (N,N-dimethyl-formamide); at 20 ℃; for 0.25 - 0.5h;

2-bromo-2-methylpropionic acid methyl ester; In DMF (N,N-dimethyl-formamide); at 50 ℃; for 12 - 24h;

Reference yield:

2-methyl-2-(4-nitroimidazol-1-yl)propionic acid methyl ester (865774-07-8) → (S)-2-[2-(3,5-difluoro-phenyl)-acetylamino]-pentanoic acid (1-{1,1-dimethyl-2-[(tetrahydro-pyran-4-ylmethyl)-amino]-ethyl}-1H-imidazol-4-yl)-amide (930097-38-4)

Guidance literature:

Multi-step reaction with 5 steps

1: palladium 10% on activated carbon; hydrogen / methanol / 20 °C / 2068.65 Torr

2: O-(1,2-dihydro-2-oxo-1-pyridyl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide

3: diisobutylaluminium hydride / dichloromethane / -30 °C

4: toluene-4-sulfonic acid / dichloromethane / Molecular sieve

5: sodium tris(acetoxy)borohydride

With palladium 10% on activated carbon; hydrogen; sodium tris(acetoxy)borohydride; diisobutylaluminium hydride; O-(1,2-dihydro-2-oxo-1-pyridyl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2010.12.117

Reference yield:

2-methyl-2-(4-nitroimidazol-1-yl)propionic acid methyl ester (865774-07-8) → C24H33F2N5O2 (1309885-20-8)

Guidance literature:

Multi-step reaction with 4 steps

1: diisobutylaluminium hydride / dichloromethane / -30 °C

2: dichloromethane / Molecular sieve

3: palladium 10% on activated carbon; hydrogen / methanol / 20 °C / 2068.65 Torr

4: O-(1,2-dihydro-2-oxo-1-pyridyl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide

With palladium 10% on activated carbon; hydrogen; diisobutylaluminium hydride; O-(1,2-dihydro-2-oxo-1-pyridyl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2010.12.117

upstream raw materials:

2-bromo-2-methylpropionic acid methyl ester

1H-4⁽⁵⁾-nitroimidazole

Downstream raw materials:

C₂₄H₃₃F₂N₅O₂

C₂₄H₃₃F₂N₅O₃

C₂₁H₂₉F₂N₅O₂

C₂₃H₃₃F₂N₅O₂