N-[(S)-(-)-1-Phenylethyl]imidazole-1-carboxamide

Base Information

• Chemical Name: N-[(S)-(-)-1-Phenylethyl]imidazole-1-carboxamide
• CAS No.: 151252-80-1
• Molecular Formula: C₁₂H₁₃N₃O
• Molecular Weight: 215.255
• DSSTox Substance ID: DTXSID10452612
• Wikidata: Q82273352
• Mol file: 151252-80-1.mol

Synonyms:151252-80-1;N-[(S)-(-)-1-PHENYLETHYL]IMIDAZOLE-1-CARBOXAMIDE;N-[(1S)-1-PHENYLETHYL]IMIDAZOLE-1-CARBOXAMIDE;(S)-N-(1-Phenylethyl)-1H-imidazole-1-carboxamide;DTXSID10452612;AKOS017558263

Chemical Property of N-[(S)-(-)-1-Phenylethyl]imidazole-1-carboxamide

Chemical Property:

• PKA: 9.21±0.46(Predicted)
• PSA: 50.41000
• Density: 1.16±0.1 g/cm3(Predicted)
• LogP: 2.40640
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 215.105862047
• Heavy Atom Count: 16
• Complexity: 238

Purity/Quality:

98%Min ^*data from raw suppliers

N-[(S)-(-)-1-Phenylethyl]imidazole-1-carboxamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C1=CC=CC=C1)NC(=O)N2C=CN=C2
• Isomeric SMILES: C[C@@H](C1=CC=CC=C1)NC(=O)N2C=CN=C2
• Uses: N-[(S)-(-)-1-PHENYLETHYL]IMIDAZOLE-1-CARBOXAMIDE is a useful synthetic intermediate A useful synthetic intermediate.

Technology Process of N-[(S)-(-)-1-Phenylethyl]imidazole-1-carboxamide

There total 1 articles about N-[(S)-(-)-1-Phenylethyl]imidazole-1-carboxamide 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:

(S)-1-phenyl-ethylamine (2627-86-3) + 1,1'-carbonyldiimidazole (530-62-1) → C12H13N3O (1217846-28-0,151252-80-1)

Guidance literature:

In tetrahydrofuran;

DOI:10.1021/acs.oprd.7b00036

Reference yield:

C25H25NO2*ClH + C12H13N3O (1217846-28-0,151252-80-1) → (S)-4-(2,4-dihydroxyphenyl)-N-(1-phenylethyl)-piperidine-1-carboxamide (1228342-28-6)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / N,N-dimethyl-formamide / 50 °C

2: hydrogen; palladium on activated charcoal / isopropyl alcohol

With palladium on activated charcoal; hydrogen; triethylamine; In N,N-dimethyl-formamide; isopropyl alcohol;

DOI:10.1021/acs.oprd.7b00036

upstream raw materials:

(S)-1-phenyl-ethylamine

1,1'-carbonyldiimidazole

Downstream raw materials:

(S)-4-(2,4-dihydroxyphenyl)-N-(1-phenylethyl)-piperidine-1-carboxamide

Refernces