2-[2-[(2-Aminoacetyl)amino]propanoylamino]-4-methylpentanoic acid

Base Information

• Chemical Name: 2-[2-[(2-Aminoacetyl)amino]propanoylamino]-4-methylpentanoic acid
• CAS No.: 22849-49-6
• Molecular Formula: C11H21 N3 O4
• Molecular Weight: 259.305
• NSC Number: 335984
• DSSTox Substance ID: DTXSID60945544
• Mol file: 22849-49-6.mol

Synonyms:Gly-Ala-Leu;glycyl-alanyl-leucine

Chemical Property of 2-[2-[(2-Aminoacetyl)amino]propanoylamino]-4-methylpentanoic acid

Chemical Property:

• Vapor Pressure: 2.7E-14mmHg at 25°C
• Boiling Point: 566.1°C at 760 mmHg
• PKA: 3.36±0.10(Predicted)
• Flash Point: 296.1°C
• PSA: 121.52000
• Density: 1.171
• LogP: 0.54740
• Storage Temp.: -15°C
• XLogP3: -3.8
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 7
• Exact Mass: 259.15320616
• Heavy Atom Count: 18
• Complexity: 317

Purity/Quality:

99%+, ^*data from raw suppliers

GLY-ALA-LEU-OH 98.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)CC(C(=O)O)NC(=O)C(C)NC(=O)CN

Technology Process of 2-[2-[(2-Aminoacetyl)amino]propanoylamino]-4-methylpentanoic acid

There total 14 articles about 2-[2-[(2-Aminoacetyl)amino]propanoylamino]-4-methylpentanoic acid 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:

→ H-Gly-L-Ala-L-Leu-OH (22849-49-6)

Guidance literature:

With water; platinum; Hydrogenation_.und Erhitzen des Reaktionsprodukts in H₂O;

DOI:10.1021/ja01132a035

Reference yield:

→ H-Gly-L-Ala-L-Leu-OH (22849-49-6)

Guidance literature:

With water; 1,2-diamino-benzene;

DOI:10.1021/ja01132a035

Reference yield:

L-leucine tert-butyl ester (21691-53-2) → H-Gly-L-Ala-L-Leu-OH (22849-49-6)

Guidance literature:

Multi-step reaction with 4 steps

1: diethyl phosphorocyanidate, TEA / dimethylformamide / 1.) 0 deg C; 2.) r.t.

2: H₂ / 5percent Pd on charcoal / methanol / 10 h / Ambient temperature

3: diethyl phosphorocyanidate, TEA / dimethylformamide / 1.) 0 deg C; 2.) r.t.

4: TFA / 1 h / Ambient temperature

With diethyl cyanophosphonate; TEA; hydrogen; trifluoroacetic acid; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide;

upstream raw materials:

D,L-alanyl-D,L-leucine

L-leucine

(S)-2-(2-Benzyloxycarbonylamino-acetylamino)-propionic acid

L-Leucine benzyl ester

Downstream raw materials:

L-alanyl-L-leucine

methyl 3-oxo-1,2,3,4-tetrahydroquinoxaline-6-carboxylate

N-Cbz-L-Phe-L-Cys-Gly-L-Ala-L-Leu-OH

Refernces

• 1、 Izumiya,N. et al.. "-". . p. 3391 - 3395. Retrieved 1971.
• 2、 Kouge,Koizumi,Okai,Kato. "Peptide synthesis in aqueous solution. I. Application of p-dialkyl-sulfoniophenols as a water-soluble coupling reagent". . p. 2409 - 2418. Retrieved 2007/10/02.