L-valyl-L-phenylalanine

Base Information

• Chemical Name: L-valyl-L-phenylalanine
• CAS No.: 3918-92-1
• Molecular Formula: C14H20N2O3
• Molecular Weight: 264.324
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID80959966
• Nikkaji Number: J149.638G
• Wikidata: Q27145075
• Pharos Ligand ID: RHS87LVVWQ6W
• Metabolomics Workbench ID: 79049
• ChEMBL ID: CHEMBL8486
• Mol file: 3918-92-1.mol

Synonyms:H-VAL-PHE-OH;3918-92-1;L-valyl-L-phenylalanine;valylphenylalanine;VAL-PHE;L-Val-L-Phe;L-Phenylalanine, L-valyl-;CHEMBL8486;CHEBI:75016;(2S)-2-[(2S)-2-amino-3-methylbutanamido]-3-phenylpropanoic acid;(2S)-2-[[(2S)-2-amino-3-methylbutanoyl]amino]-3-phenylpropanoic acid;(2S)-2-[[(2S)-2-azaniumyl-3-methylbutanoyl]amino]-3-phenylpropanoate;(S)-2-((S)-2-Amino-3-methylbutanamido)-3-phenylPropanoic acid;VF dipeptide;V-F Dipeptide;Valyl-Phenylalanine;L-Val-L-Phe-OH;Valine Phenylalanine dipeptide;Valine-Phenylalanine dipeptide;L-Phenylalanine, N-L-valyl-;SCHEMBL7335375;DTXSID80959966;BDBM50142287;MFCD00020423;AKOS010421061;CS-7910;BS-49068;HY-107378;E78082;EN300-16256474;Q27145075;(S)-2-((S)-2-Amino-3-methyl-butyrylamino)-3-phenyl-propionic acid

Chemical Property of L-valyl-L-phenylalanine

Chemical Property:

• Vapor Pressure: 1.52E-10mmHg at 25°C
• Refractive Index: 1.549
• Boiling Point: 493.2 °C at 760 mmHg
• Flash Point: 252.1 °C
• PSA: 92.42000
• Density: 1.166 g/cm³
• LogP: 1.87300
• Storage Temp.: −20°C
• XLogP3: -2.2
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 264.14739250
• Heavy Atom Count: 19
• Complexity: 312

Purity/Quality:

98%min ^*data from raw suppliers

H-VAL-PHE-OH 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C(C(=O)NC(CC1=CC=CC=C1)C(=O)O)N
• Isomeric SMILES: CC(C)[C@@H](C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O)N

Technology Process of L-valyl-L-phenylalanine

There total 10 articles about L-valyl-L-phenylalanine 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:

Cbz-L-val-L-phe-Cbz (85310-50-5) → L-valyl L-phenylalanine (3918-92-1)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 24h; under 4654.33 Torr;

DOI:10.1039/b509920j DOI:10.1039/b515880j

Reference yield:

Z-Val-OCO2iBu (41445-88-9) → L-valyl L-phenylalanine (3918-92-1)

Guidance literature:

Z-Val-OCO₂ⁱBu; (S)-Phe ester salt; With 4-methyl-morpholine; In dichloromethane; at -15 - 20 ℃;

With hydrogen; palladium on activated charcoal; In methanol; for 24h; under 4654.46 Torr; Further stages.;

DOI:10.1002/chem.200501639

Reference yield:

Z-Val-OCO2iBu (41445-88-9) → L-valyl L-phenylalanine (3918-92-1)

Guidance literature:

Multi-step reaction with 2 steps

1: N-methyl morpholine / CH₂Cl₂ / -15 - 20 °C

2: H₂ / Pd/C / methanol / 24 h / 4654.33 Torr

With 4-methyl-morpholine; hydrogen; palladium on activated charcoal; In methanol; dichloromethane;

DOI:10.1039/b515880j

upstream raw materials:

Cbz-L-val-L-phe-Cbz

Z-Val-OCO₂ⁱBu

Fmoc-Val-OH

N-Fmoc L-Phe

Downstream raw materials:

N-(N-acetyl-valyl)-phenylalanine

glycyl-L-valyl-L-phenylalanine

L-valine-L-phenylalanine methyl ester hydrochloride

Refernces

• 1、 Adhikari, Bimalendu,Kraatz, Heinz-Bernhard. "Redox-triggered changes in the self-assembly of a ferrocene-peptide conjugate". . p. 5551 - 5553. Retrieved 2014/05/20.
• 2、 Dziedzic, Pawel,Zou, Weibiao,Hafren, Jonas,Cordova, Armando. "The small peptide-catalyzed direct asymmetric aldol reaction in water". . p. 38 - 40. Retrieved 2007/10/03.