gamma-D-Glutamylglycine

Base Information

• Chemical Name: gamma-D-Glutamylglycine
• CAS No.: 6729-55-1
• Molecular Formula: C₇H₁₂N₂O₅
• Molecular Weight: 204.183
• Hs Code.: 2924199090
• Nikkaji Number: J341.548A
• Wikidata: Q27144164
• Metabolomics Workbench ID: 66678
• ChEMBL ID: CHEMBL1512275
• Mol file: 6729-55-1.mol

Synonyms:6729-55-1;gamma-D-Glutamylglycine;gamma-DGG;gammaDGG;H-D-GLU(GLY-OH)-OH;D-gamma-Glu-Gly;gamma-D-GLU-GLY;D-gamma-glutamylglycine;N-D-gamma-glutamylglycine;CHEBI:73843;yDGG;y-D-Glutamylglycine;C7H12N2O5;gamma DGG;?-D-Glutamylglycine;D-gammaGlu-Gly-OH;Tocris-0112;DGG;-D-Glutamylglycine;?DGG;Biomol-NT_000228;BPBio1_001348;SCHEMBL2459448;CHEMBL1512275;(2R)-2-amino-5-(carboxymethylamino)-5-oxopentanoic acid;gamma-DGG (gamma-D-glutamylglycine);HB0680;MFCD00063109;AKOS024456396;CS-7686;NCGC00024475-01;NCGC00024475-02;NCGC00024475-03;MS-23103;HY-100785;SR-01000597699;SR-01000597699-1;Q27144164;(2R)-2-amino-4-[(carboxymethyl)carbamoyl]butanoic acid;(R)-2-amino-5-(carboxymethylamino)-5-oxopentanoic acid

Chemical Property of gamma-D-Glutamylglycine

Chemical Property:

• Vapor Pressure: 2.78E-15mmHg at 25°C
• Melting Point: ～191℃
• Boiling Point: 586.6oC at 760 mmHg
• PKA: 2.21±0.10(Predicted)
• Flash Point: 308.6oC
• PSA: 129.72000
• Density: 1.424±0.06 g/cm3(Predicted)
• LogP: -0.52950
• Storage Temp.: -15°C
• XLogP3: -4.3
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 6
• Exact Mass: 204.07462149
• Heavy Atom Count: 14
• Complexity: 240

Purity/Quality:

97% ^*data from raw suppliers

γDGG ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(CC(=O)NCC(=O)O)C(C(=O)O)N
• Isomeric SMILES: C(CC(=O)NCC(=O)O)[C@H](C(=O)O)N
• Uses: γ-D-Glutamylglycine acts as a glutamic acid antagonist used to prevent polsynaptic excitant effects occurring within the spinal cord and brain in mammals.

Technology Process of gamma-D-Glutamylglycine

There total 10 articles about gamma-D-Glutamylglycine 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:

→ gamm-glutamylglycine (1948-29-4,6729-55-1)

Guidance literature:

With sodium carbonate; hydrazine hydrate;

DOI:10.1039/jr9490003315

Reference yield:

C12H20N2O7 → (R)-2-amino-5-(carboxymethylamino)-5-oxopentanoic acid (6729-55-1)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 0 - 20 ℃; for 2h;

DOI:10.1016/j.tet.2016.11.025

Reference yield:

Boc-D-Glu-OEt (449171-15-7) → (R)-2-amino-5-(carboxymethylamino)-5-oxopentanoic acid (6729-55-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.17 h / Flow reactor

1.2: Amberlyst A-21 / 0.33 h / Flow reactor

2.1: sodium hydroxide; methanol / 3 h / 20 °C

3.1: trifluoroacetic acid / dichloromethane / 2 h / 0 - 20 °C

With methanol; N-ethyl-N,N-diisopropylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate; trifluoroacetic acid; sodium hydroxide; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.tet.2016.11.025

upstream raw materials:

5-oxo-1-(toluene-4-sulfonyl)-D-proline

1-(4'-methylbenzenesulfonyl)-5-oxopyrrolidine-2-carboxylic acid

Boc-D-Glu-OEt