Imidazol-1-YL-oxo-acetic acid tert-butyl ester

Base Information

• Chemical Name: Imidazol-1-YL-oxo-acetic acid tert-butyl ester
• CAS No.: 75716-83-5
• Molecular Formula: C₉H₁₂N₂O₃
• Molecular Weight: 196.206
• DSSTox Substance ID: DTXSID50459049
• Wikidata: Q82282656
• Mol file: 75716-83-5.mol

Synonyms:IMIDAZOL-1-YL-OXO-ACETIC ACID TERT-BUTYL ESTER;75716-83-5;tert-Butyl 2-(1H-imidazol-1-yl)-2-oxoacetate;SCHEMBL5063771;DTXSID50459049;OADVCRKWTJARKI-UHFFFAOYSA-N;SB38611;tert-butyl 2-imidazol-1-yl-2-oxoacetate;t-butyl alpha-oxo-1 H-imidazole-1-acetate;CS-0455535;tert-Butyl 2-(1H-imidazolyl)-2-oxo-acetate

Chemical Property of Imidazol-1-YL-oxo-acetic acid tert-butyl ester

Chemical Property:

• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 196.08479225
• Heavy Atom Count: 14
• Complexity: 245

Purity/Quality:

≥95% ^*data from raw suppliers

Imidazol-1-yl-oxo-aceticacidtert-butylester 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)C(=O)N1C=CN=C1

Technology Process of Imidazol-1-YL-oxo-acetic acid tert-butyl ester

There total 1 articles about Imidazol-1-YL-oxo-acetic acid tert-butyl 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:

1H-imidazole (288-32-4) + oxalyl dichloride (79-37-8) + tert-butyl alcohol (75-65-0) → di-tert-butyl oxalate (691-64-5) + tert-butyl α-oxo-1H-imidazole-1-acetate (75716-83-5)

Guidance literature:

Yield given. Multistep reaction. Yields of byproduct given; 1.) THF, 0 deg C, 1 h; 2.) 0 deg C, 45 min;

DOI:10.1021/jo00314a057

Reference yield: 93.0%

2-amino-5-(1,3-dioxo-1,3-dihydro-isoindol-2-ylmethyl)-6-(4-methoxy-benzyl)-4,5,6,7-tetrahydro-thieno[2,3-c]pyridine-3-carboxylic acid tert-butyl ester (330193-92-5) + tert-butyl α-oxo-1H-imidazole-1-acetate (75716-83-5) → 2-(tert-butoxyoxalyl-amino)-5-(1,3-dioxo-1,3-dihydro-isoindol-2-ylmethyl)-6-(4-methoxy-benzyl)-4,5,6,7-tetrahydro-thieno[2,3-c]pyridine-3-carboxylic acid tert-butyl ester (330193-93-6)

Guidance literature:

In tetrahydrofuran; at 20 ℃; for 24h;

Reference yield: 92.0%

2-amino-5-(7-(tert-butyl-dimethyl-silanyloxy)-1-oxo-1,3-dihydro-isoindol-2-ylmethyl]-6-(4-methoxy-benzyl)-4,5,6,7-tetrahydro-thieno[2,3-c]pyridine-3-carboxylic acid tert-butyl ester + tert-butyl α-oxo-1H-imidazole-1-acetate (75716-83-5) → 2-(tert-butoxyoxalyl-amino)-5-(7-(tert-butyl-dimethyl-silanyloxy)-1-oxo-1,3-dihydro-isoindol-2-ylmethyl)-6-(4-methoxy-benzyl)-4,5,6,7-tetrahydro-thieno[2,3-c]pyridine-3-carboxylic acid tert-butyl ester (330193-84-5)

Guidance literature:

In tetrahydrofuran; at 20 ℃; for 24h;

upstream raw materials:

1H-imidazole

oxalyl dichloride

tert-butyl alcohol

Downstream raw materials:

tert-butyl 2-(4-chlorophenyl)-2-oxoacetate

tert-butyl phenylglyoxylate

α-(4-methylphenyl)-α-oxoacetic acid tert-butyl ester

2,6-Difluoropyridine-3-(α-oxo)acetic acid, t-butyl ester

Refernces