(2S)-2-[(2-azaniumylacetyl)amino]-4-methylpentanoate

Base Information

• Chemical Name: (2S)-2-[(2-azaniumylacetyl)amino]-4-methylpentanoate
• CAS No.: 869-19-2
• Molecular Formula: C8H16N2O3
• Molecular Weight: 188.227
• Hs Code.: 29241900
• Mol file: 869-19-2.mol

Synonyms:(2S)-2-[(2-azaniumylacetyl)amino]-4-methylpentanoate;Gly-L-Leu;glycyl-L-leucine zwitterion;CHEBI:143163;(2S)-2-(2-azaniumylacetamido)-4-methylpentanoate;dl-2-(2-amino-acetylamino)-4-metyhl-pentanoic acid

Chemical Property of (2S)-2-[(2-azaniumylacetyl)amino]-4-methylpentanoate

Chemical Property:

• Appearance/Colour: white solid
• Melting Point: 233-235 °C(lit.)
• Refractive Index: -35 ° (C=2, H2O)
• Boiling Point: 410.4 °C at 760 mmHg
• PKA: 3.18(at 25℃)
• Flash Point: 202 °C
• PSA: 92.42000
• Density: 1.136 g/cm³
• LogP: 0.65180
• Storage Temp.: −20°C
• Solubility.: Methanol (Slightly), Water (Sparingly, Sonicated)
• XLogP3: -1.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 188.11609238
• Heavy Atom Count: 13
• Complexity: 186

Purity/Quality:

99% ^*data from raw suppliers

Gly-Leu ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)CC(C(=O)[O-])NC(=O)C[NH3+]
• Isomeric SMILES: CC(C)C[C@@H](C(=O)[O-])NC(=O)C[NH3+]
• Uses: Substrate for the assay of glycyl-L-leucine dipeptidase Substrate for the assay of glycyl-L-leucine dipeptidase.

Technology Process of (2S)-2-[(2-azaniumylacetyl)amino]-4-methylpentanoate

There total 12 articles about (2S)-2-[(2-azaniumylacetyl)amino]-4-methylpentanoate 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:

glycyl=>glycyl=>leucine (144732-62-7,855529-10-1) → Glycyl-L-leucine (869-19-2) + glycine (56-40-6,18875-39-3,25718-94-9)

Guidance literature:

diglycyl-l-leucine; bei pH 7.0-7.4;

Reference yield:

N-[N-(4-nitro-benzyloxycarbonyl)-glycyl]-L-leucine → Glycyl-L-leucine (869-19-2)

Guidance literature:

With methanol; palladium; acetic acid; Hydrogenation;

DOI:10.1021/ja01135a030

Reference yield:

(S)-Leu-OMe (2666-93-5) → Glycyl-L-leucine (869-19-2)

Guidance literature:

Multi-step reaction with 3 steps

1: diethyl ether

2: methanol; aqueous NaOH

3: palladium; methanol; acetic acid / Hydrogenation

With methanol; sodium hydroxide; diethyl ether; palladium; acetic acid;

DOI:10.1021/ja01135a030

upstream raw materials:

N-(N-trifluoroacetyl-glycyl)-L-leucine

(S)-Leu-OMe

N-(benzyloxycarbonyl)glycyl chloride

(S)-2-(2-Benzyloxycarbonylamino-acetylamino)-4-methyl-pentanoic acid

Downstream raw materials:

N-(N-acetyl-glycyl)-leucine

N-Acetylglycyl-(S)-leucine

N^α-(2,4-dinitrophenyl)glycyl-L-leucine

N-chloroacetyl-L-leucine

Refernces

• 1、 Kricheldorf. "Silylation of amino acids and synthesis of peptides with amino acid trimethylsilylesters". . p. 17 - 38. Retrieved 2007/10/05.