Methyl 4-(tert-butoxycarbonylamino)-1-methyl-1H-imidazole-2-carboxylate

Base Information

• Chemical Name: Methyl 4-(tert-butoxycarbonylamino)-1-methyl-1H-imidazole-2-carboxylate
• CAS No.: 500701-36-0
• Molecular Formula: C11H17N3O4
• Molecular Weight: 255.27
• Hs Code.: 2933290090
• DSSTox Substance ID: DTXSID30464111
• Wikidata: Q82289310
• Mol file: 500701-36-0.mol

Synonyms:500701-36-0;METHYL 4-(TERT-BUTOXYCARBONYLAMINO)-1-METHYL-1H-IMIDAZOLE-2-CARBOXYLATE;Methyl 4-((tert-butoxycarbonyl)amino)-1-methyl-1H-imidazole-2-carboxylate;Methyl 1-methyl-4-[(2-methylpropan-2-yl)oxycarbonylamino]imidazole-2-carboxylate;SCHEMBL3418695;DTXSID30464111;GSKBQNSUPDETCV-UHFFFAOYSA-N;MFCD08275080;methyl 4-[(tert-butoxycarbonyl)amino]-N-methyl-1H-imidazole-2-carboxylate;METHYL4-(TERT-BUTOXYCARBONYLAMINO)-1-METHYL-1H-IMIDAZOLE-2-CARBOXYLATE;AB44700;BS-49320;CS-0154409;FT-0743523;D81978

Chemical Property of Methyl 4-(tert-butoxycarbonylamino)-1-methyl-1H-imidazole-2-carboxylate

Chemical Property:

• PSA: 82.45000
• LogP: 1.62670
• Storage Temp.: 2-8°C
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 255.12190603
• Heavy Atom Count: 18
• Complexity: 327

Purity/Quality:

98%min ^*data from raw suppliers

METHYL-4-(TERT-BUTOXYCARBONYLAMINO)-1-METHYL-1H-IMIDAZOLE-2-CARBOXYLATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC1=CN(C(=N1)C(=O)OC)C

Technology Process of Methyl 4-(tert-butoxycarbonylamino)-1-methyl-1H-imidazole-2-carboxylate

There total 4 articles about Methyl 4-(tert-butoxycarbonylamino)-1-methyl-1H-imidazole-2-carboxylate 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: 91.0%

di-tert-butyl dicarbonate (24424-99-5) + 1-methyl-4-nitro-1H-imidazole-2-carboxylic acid methyl ester (169770-25-6) → methyl 4-[(tert-butoxycarbonyl)amino]-N-methyl-1H-imidazole-2-carboxylate (500701-36-0)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 31h;

DOI:10.1021/jo048686r

Reference yield:

(2-chlorocarbonyl-1-methyl-1H-imidazol-4-yl)-carbamic acid tert-butyl ester (500903-65-1) → (1-Methyl-2-methylcarbamoyl-1H-imidazol-4-yl)-carbamic acid tert-butyl ester (500903-67-3) + methyl 4-[(tert-butoxycarbonyl)amino]-N-methyl-1H-imidazole-2-carboxylate (500701-36-0)

Guidance literature:

In methanol;

Reference yield:

2,2,2-trichloro-1-(1-methyl-4-nitro-1H-imidazol-2-yl)ethan-1-one (120095-64-9) → methyl 4-[(tert-butoxycarbonyl)amino]-N-methyl-1H-imidazole-2-carboxylate (500701-36-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 70 percent / methanol / 3 h

2: 91 percent / hydrogen / Pd/C / methanol / 31 h

With hydrogen; palladium on activated charcoal; In methanol;

DOI:10.1021/jo048686r

upstream raw materials:

di-tert-butyl dicarbonate

1-methyl-4-nitro-1H-imidazole-2-carboxylic acid methyl ester

2,2,2-trichloro-1-(1-methyl-4-nitro-1H-imidazol-2-yl)ethan-1-one

2-trichloroacetyl-1-methylimidazole

Downstream raw materials:

4-(1-methylimidazole-2-carboxamido)-1-methylimidazole-2-carboxylic acid

methyl 4-amino-1-methyl-1H-imidazole-2-carboxylate

4-[(tert-butoxycarbonyl)amino]-1-methylimidazole-2-carboxylic acid