Methyl L-argininate

Base Information

• Chemical Name: Methyl L-argininate
• CAS No.: 2577-94-8
• Molecular Formula: C₇H₁₆N₄O₂
• Molecular Weight: 188.23
• European Community (EC) Number: 219-935-2
• UNII: W6957UBY9Z
• DSSTox Substance ID: DTXSID60948636
• Nikkaji Number: J192.085E
• Wikidata: Q27292387
• RXCUI: 1992539
• Mol file: 2577-94-8.mol

Synonyms:arginine methyl ester;arginine methyl ester, dihydrochloride;arginine methyl ester, hydrochloride

Chemical Property of Methyl L-argininate

Chemical Property:

• Vapor Pressure: 0.000172mmHg at 25°C
• Refractive Index: 1.55
• Boiling Point: 329.9°Cat760mmHg
• PKA: 13.67±0.70(Predicted)
• Flash Point: 153.3°C
• PSA: 114.22000
• Density: 1.31g/cm³
• LogP: 0.64120
• XLogP3: -1.6
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 188.12732577
• Heavy Atom Count: 13
• Complexity: 189

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC(=O)C(CCCN=C(N)N)N
• Isomeric SMILES: COC(=O)[C@H](CCCN=C(N)N)N

Technology Process of Methyl L-argininate

There total 4 articles about Methyl L-argininate 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: 95.0%

methanol (67-56-1) + L-arginine (74-79-3,25212-18-4) → L-arginine methyl ester (2577-94-8,65160-70-5)

Guidance literature:

With hydrogenchloride; at 10 - 20 ℃; for 10h;

DOI:10.1016/j.ejmech.2021.113635

Reference yield:

methanol (67-56-1) → L-arginine methyl ester (2577-94-8,65160-70-5)

Guidance literature:

With hydrogenchloride; anschliessend man zerlegt entstehende Hydrochlorid des Methylesters mit Natriummethylat;

Reference yield:

methanol (67-56-1) + L-arginine hydrochloride (1119-34-2) → L-arginine methyl ester (2577-94-8,65160-70-5)

Guidance literature:

With thionyl chloride;

DOI:10.1007/BF00910279

upstream raw materials:

methanol

L-arginine

L-arginine hydrochloride

Downstream raw materials:

N^α-trityl-L-arginine methyl ester

N^α-(3,5-dinitro-benzoyl)-L-arginine methyl ester

Z-Arg-OMe

Boc-Lys(Cbz)-Arg-OMe

Refernces

• 1、 Vrettos, Eirinaios I.,Sayyad, Nisar,Mavrogiannaki, Eftychia M.,Stylos, Evgenios,Kostagianni, Androniki D.,Papas, Serafim,Mavromoustakos, Thomas,Theodorou, Vassiliki,Tzakos, Andreas G.. "Unveiling and tackling guanidinium peptide coupling reagent side reactions towards the development of peptide-drug conjugates". . p. 50519 - 50526. Retrieved 2017/11/10.