(2S)-5-amino-2-[(azaniumylacetyl)amino]-5-oxopentanoate

Base Information

• Chemical Name: (2S)-5-amino-2-[(azaniumylacetyl)amino]-5-oxopentanoate
• CAS No.: 13115-71-4
• Molecular Formula: C₇H₁₃N₃O₄
• Molecular Weight: 203.198
• Hs Code.: 29241990
• Mol file: 13115-71-4.mol

Synonyms:GQ zwitterion;Gly-Gln zwitterion;Gly-L-Gln zwitterion;glycylglutamine zwitterion;glycyl-L-glutamine zwitterion;CHEBI:74392;(2S)-5-amino-2-[(azaniumylacetyl)amino]-5-oxopentanoate

Chemical Property of (2S)-5-amino-2-[(azaniumylacetyl)amino]-5-oxopentanoate

Chemical Property:

• Appearance/Colour: white crystals or crystalline powder
• Vapor Pressure: 3.4E-18mmHg at 25°C
• Melting Point: 194 °C
• Refractive Index: -7 ° (C=3, 1mol/L HCl)
• Boiling Point: 643.1 °C at 760 mmHg
• PKA: 3.11±0.10(Predicted)
• Flash Point: 342.7 °C
• PSA: 144.74000
• Density: 1.359 g/cm³
• LogP: -0.49280
• Storage Temp.: 2-8°C
• Solubility.: Aqueous Acid (Slightly), Water (Slightly)
• Water Solubility.: 154 g/L (20 ºC)
• XLogP3: -3.9
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 203.09060590
• Heavy Atom Count: 14
• Complexity: 236

Purity/Quality:

99% ^*data from raw suppliers

Glycyl-L-glutamine United States Pharmacopeia (USP) Reference Standard ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 23-24/25-37/39-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(CC(=O)N)C(C(=O)[O-])NC(=O)C[NH3+]
• Isomeric SMILES: C(CC(=O)N)[C@@H](C(=O)[O-])NC(=O)C[NH3+]
• Uses: Glycyl-L-?Glutamine is used in animal feed additives. Glycyl-L-glutamine Monohydrate is the hydrated from of Glycyl-L-?Glutamine (G598125); Glycyl-L-?Glutamine is used in animal feed additives.

Technology Process of (2S)-5-amino-2-[(azaniumylacetyl)amino]-5-oxopentanoate

There total 8 articles about (2S)-5-amino-2-[(azaniumylacetyl)amino]-5-oxopentanoate 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:

(S)-2-Benzyloxycarbonylamino-pentanedioic acid 5-methyl ester (4652-65-7) → glycyl-L-glutamine (13115-71-4,13115-78-1,115588-13-1,115588-14-2)

Guidance literature:

Multi-step reaction with 5 steps

1: Et₃N / ethyl acetate / Heating

2: aq. HBr / acetic acid

3: DCC / ethyl acetate

4: H₂ / Pd-C / methanol; H₂O

5: aq. NH₃

With ammonium hydroxide; hydrogen bromide; hydrogen; triethylamine; dicyclohexyl-carbodiimide; palladium on activated charcoal; In methanol; water; acetic acid; ethyl acetate;

DOI:10.1246/bcsj.37.200

Reference yield:

α-p-Nitro-benzyl-γ-methyl-L-glutamat (96789-24-1) → glycyl-L-glutamine (13115-71-4,13115-78-1,115588-13-1,115588-14-2)

Guidance literature:

Multi-step reaction with 3 steps

1: DCC / ethyl acetate

2: H₂ / Pd-C / methanol; H₂O

3: aq. NH₃

With ammonium hydroxide; hydrogen; dicyclohexyl-carbodiimide; palladium on activated charcoal; In methanol; water; ethyl acetate;

DOI:10.1246/bcsj.37.200

Reference yield:

N-Carbobenzoxy-<α-p-nitro-benzyl,γ-methyl>-L-glutamat (910908-63-3) → glycyl-L-glutamine (13115-71-4,13115-78-1,115588-13-1,115588-14-2)

Guidance literature:

Multi-step reaction with 4 steps

1: aq. HBr / acetic acid

2: DCC / ethyl acetate

3: H₂ / Pd-C / methanol; H₂O

4: aq. NH₃

With ammonium hydroxide; hydrogen bromide; hydrogen; dicyclohexyl-carbodiimide; palladium on activated charcoal; In methanol; water; acetic acid; ethyl acetate;

DOI:10.1246/bcsj.37.200

upstream raw materials:

Glycyl-<γ-methyl>-L-glutamat

-benzylester

(S)-2-Benzyloxycarbonylamino-pentanedioic acid 5-methyl ester

α-p-Nitro-benzyl-γ-methyl-L-glutamat

Downstream raw materials:

N-[[(triphenylmethyl)thio]acetyl]-L-valylglycyl-L-glutamine

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