(2R)-2-(3-azaniumylpropanoylamino)-3-(1H-imidazol-5-yl)propanoate

Base Information

• Chemical Name: (2R)-2-(3-azaniumylpropanoylamino)-3-(1H-imidazol-5-yl)propanoate
• CAS No.: 5853-00-9
• Molecular Formula: C9H14N4O3
• Molecular Weight: 226.235
• Mol file: 5853-00-9.mol

Synonyms:

Chemical Property of (2R)-2-(3-azaniumylpropanoylamino)-3-(1H-imidazol-5-yl)propanoate

Chemical Property:

• XLogP3: -3.3
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 226.10659032
• Heavy Atom Count: 16
• Complexity: 254

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(NC=N1)CC(C(=O)[O-])NC(=O)CC[NH3+]
• Isomeric SMILES: C1=C(NC=N1)C[C@H](C(=O)[O-])NC(=O)CC[NH3+]

Technology Process of (2R)-2-(3-azaniumylpropanoylamino)-3-(1H-imidazol-5-yl)propanoate

There total 1 articles about (2R)-2-(3-azaniumylpropanoylamino)-3-(1H-imidazol-5-yl)propanoate 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:

Nα-(N-benzyloxycarbonyl-β-alanyl)-D-histidine (21612-28-2) → D-carnosine (5853-00-9)

Guidance literature:

With sulfuric acid; water; palladium; Hydrogenation;

Reference yield: 97.0%

ethanol (64-17-5) + D-carnosine (5853-00-9) → D-carnosine ethyl ester hydrochloride

Guidance literature:

With hydrogenchloride; thionyl chloride; dimethyl sulfoxide; In diethyl ether; at 5 - 60 ℃;

Reference yield: 75.0%

D-carnosine (5853-00-9) → D-carnosinamide

Guidance literature:

D-carnosine; With hydrogenchloride; thionyl chloride; In diethyl ether; N,N-dimethyl-formamide; at 0 ℃; Reflux;

With ammonia; In diethyl ether; N,N-dimethyl-formamide; at 5 ℃;

DOI:10.3390/ijms21051761

upstream raw materials:

N^α-(N-benzyloxycarbonyl-β-alanyl)-D-histidine

Downstream raw materials:

N-Eoc-D-carnosine