Prolylarginine

Base Information

• Chemical Name: Prolylarginine
• CAS No.: 2418-74-8
• Molecular Formula: C₁₁H₂₁N₅O₃
• Molecular Weight: 271.319
• DSSTox Substance ID: DTXSID30178887
• Nikkaji Number: J1.353.238I
• Wikidata: Q27143816
• Metabolomics Workbench ID: 78937
• ChEMBL ID: CHEMBL190549
• Mol file: 2418-74-8.mol

Synonyms:Pro-Arg;prolylarginine;prolylarginine, (D-Arg-L-Pro)-isomer;prolylarginine, (L-Arg-D-Pro)-isomer

Chemical Property of Prolylarginine

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 140.33000
• Density: 1.5g/cm³
• LogP: 0.48170
• XLogP3: -4.9
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 7
• Exact Mass: 271.16443955
• Heavy Atom Count: 19
• Complexity: 354

Purity/Quality:

98%Min ^*data from raw suppliers

H-Pro-Arg-OHAcetateSalt ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CC(NC1)C(=O)NC(CCCN=C(N)N)C(=O)O
• Isomeric SMILES: C1C[C@H](NC1)C(=O)N[C@@H](CCCN=C(N)N)C(=O)O

Technology Process of Prolylarginine

There total 8 articles about Prolylarginine 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: 96.0%

N-benzyloxycarbonyl-L-prolyl-L-arginine (60889-67-0) → L-prolyl-L-arginine (2418-74-8,88263-52-9,88263-53-0,142287-80-7)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol;

DOI:10.1002/ejoc.200400243

Reference yield: 77.0%

Nα-tert-Butyloxycarbonyl-prolyl-arginine (60397-21-9) → L-prolyl-L-arginine (2418-74-8,88263-52-9,88263-53-0,142287-80-7)

Guidance literature:

With hydrogenchloride; In ethyl acetate; for 0.666667h;

DOI:10.1007/BF00763373

Reference yield:

L-arginine (74-79-3,25212-18-4) → L-prolyl-L-arginine (2418-74-8,88263-52-9,88263-53-0,142287-80-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 87 percent / dimethylformamide / 20 °C

2: 96 percent / H₂ / Pd/C / methanol

With hydrogen; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide;

DOI:10.1002/ejoc.200400243

upstream raw materials:

N^α-tert-Butyloxycarbonyl-prolyl-arginine

N-benzyloxycarbonyl-L-prolyl-L-arginine

L-arginine

Z-Pro-OPfp

Downstream raw materials:

N^α-tert-Butyloxycarbonyl,S-trityl-cysteyl-prolyl-arginine

Z-Asp(OBzl)-Pro-Arg-OH

L-proline