D-Glutamine methyl ester hydrochloride

Base Information

• Chemical Name: D-Glutamine methyl ester hydrochloride
• CAS No.: 74817-54-2
• Molecular Formula: C₆H₁₂N₂O₃*ClH
• Molecular Weight: 196.634
• Hs Code.: 2924199090
• European Community (EC) Number: 672-312-0
• DSSTox Substance ID: DTXSID10374704
• Mol file: 74817-54-2.mol

Synonyms:74817-54-2;D-Glutamine methyl ester hydrochloride;(R)-methyl 2,5-diamino-5-oxopentanoate hydrochloride;D-GLUTAMINE METHYL ESTER HCL;D-Glutamine methyl ester, HCl;methyl (2R)-2,5-diamino-5-oxopentanoate;hydrochloride;D-Glutamine, methyl ester, monohydrochloride;MethylD-glutaminatehydrochloride;DTXSID10374704;ZCA81754;MFCD01317808;AKOS006344954;AC-6506;AS-38836;A9565;CS-0172476;(R)-methyl2,5-diamino-5-oxopentanoatehydrochloride;(r)-2-amino-4-carbamoyl-butyric acid methyl ester, hcl

Chemical Property of D-Glutamine methyl ester hydrochloride

Chemical Property:

• Vapor Pressure: 6.52E-05mmHg at 25°C
• Melting Point: 142 °C (diethyl ether)
• Boiling Point: 344.6 °C at 760 mmHg
• Flash Point: 199 °C
• PSA: 95.41000
• Density: 1.178g/cm3
• LogP: 0.95480
• Storage Temp.: Sealed in dry,Room Temperature
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 196.0614700
• Heavy Atom Count: 12
• Complexity: 158

Purity/Quality:

99% ^*data from raw suppliers

D-Glutamine Methyl Ester Hydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C(CCC(=O)N)N.Cl
• Isomeric SMILES: COC(=O)[C@@H](CCC(=O)N)N.Cl
• Uses: D-Glutamine Methyl Ester is labelled D-Glutamine (G597295). D-Glutamine is an unnatural isomer of L-Glutamine (G597000) that is present in human plasma an is a source of liberated ammonia. D-Glutamine can be synthesized by enzymatic means or can be found in cheeses, wine and vinegars as well. It is often used to determine the activity of Glutamine synthetase, an enzyme that is commonly found in the mammalian liver and brain that controls the use of nitrogen in cells.

Technology Process of D-Glutamine methyl ester hydrochloride

There total 3 articles about D-Glutamine methyl ester hydrochloride 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: 93.0%

→ L-glutamine methyl ester monohydrochloride (32668-14-7,56159-65-0,74817-54-2)

Guidance literature:

Reference yield:

methanol (67-56-1) + L-glutamine (56-85-9,26700-71-0) → L-glutamine methyl ester monohydrochloride (32668-14-7,56159-65-0,74817-54-2)

Guidance literature:

With thionyl chloride; at 60 - 70 ℃;

Reference yield:

N2-benzyloxycarbonyl-L-glutamine methyl ester (13907-82-9,2650-67-1) → L-glutamine methyl ester monohydrochloride (32668-14-7,56159-65-0,74817-54-2)

Guidance literature:

With hydrogenchloride; palladium; Hydrogenation;

DOI:10.1021/ja01639a063

upstream raw materials:

N²-benzyloxycarbonyl-L-glutamine methyl ester

methanol

L-glutamine

Downstream raw materials:

methyl 2-amino-5-[2-(3-benzoylphenyl)propanamido]-5-oxopentanoate

4-carbamoyl-2-(2-nitrobenzylamino)butyric acid methyl ester

(S)-2-[((S)-2-{(S)-2-[Benzyloxycarbonyl-((R)-2-tert-butoxycarbonylamino-3-tritylsulfanyl-propyl)-amino]-3-methyl-butyryl}-1,2,3,4-tetrahydro-isoquinoline-3-carbonyl)-amino]-4-carbamoyl-butyric acid methyl ester

N-(benzyl-2-acetamido-4,6-O-benzylidene-2,3-dideoxy-α-D-glucopyranosid-3-yl)-L-alanyl-D-glutamine methyl ester

Refernces

• 1、 Dubey,Jain,Bhadoria,Sinha. "Synthesis, characterization and pharmacological evaluation of amino acid conjugates of ketoprofen". experimental part. p. 1170 - 1174. Retrieved 2012/08/28.