Phe-Val

Base Information

• Chemical Name: Phe-Val
• CAS No.: 3918-90-9
• Molecular Formula: C14H20N2O3
• Molecular Weight: 264.324
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID201344956
• Nikkaji Number: J79.877K
• Wikidata: Q27143136
• Metabolomics Workbench ID: 78935
• ChEMBL ID: CHEMBL1221999
• Mol file: 3918-90-9.mol

Synonyms:L-Phe-L-Val;L-phenylalanyl-L-valine;Phe-Val;phenylalanyl-valine

Chemical Property of Phe-Val

Chemical Property:

• Vapor Pressure: 3.48E-11mmHg at 25°C
• Refractive Index: 1.549
• Boiling Point: 509 °C at 760 mmHg
• Flash Point: 261.7 °C
• PSA: 92.42000
• Density: 1.166 g/cm³
• LogP: 1.87300
• Storage Temp.: -15°C
• XLogP3: -1.7
• 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%,99%, ^*data from raw suppliers

FV ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)C(C(=O)O)NC(=O)C(CC1=CC=CC=C1)N
• Isomeric SMILES: CC(C)[C@@H](C(=O)O)NC(=O)[C@H](CC1=CC=CC=C1)N
• Recent ClinicalTrials: Povidone Iodine Efficacy Study

Technology Process of Phe-Val

There total 7 articles about Phe-Val 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: 53.0%

L-valine (72-18-4,25609-85-2,7004-03-7,921-10-8) + L-Phenylalanin-N-carbonsaeureanhydrid (583-47-1,1892-35-9,14825-82-2,37498-95-6) → N-carbamoylglycine (462-60-2) + L-phenylalanyl-L-valine (3918-90-9)

Guidance literature:

With potassium hydroxide; 0.5 potassium borate buffer; In water; at 3 ℃; pH 10.2;

Reference yield:

Fmoc-Val-OH (68858-20-8) + N-Fmoc L-Phe (35661-40-6) → L-phenylalanyl-L-valine (3918-90-9)

Guidance literature:

Fmoc-Val-OH; With 1-methyl-1H-imidazole; diisopropyl-carbodiimide; at 20 ℃; for 2h; Green chemistry;

With piperidine; In N,N-dimethyl-formamide; for 0.133333h; Green chemistry;

N-Fmoc L-Phe; Further stages; Green chemistry;

DOI:10.1016/j.tetlet.2019.151058

Reference yield:

N-[(S)-2-(2-oxo-4,5-diphenyl-oxazol-3-yl)-3-phenyl-propionyl]-L-valine methyl ester (40719-53-7) → L-phenylalanyl-L-valine (3918-90-9)

Guidance literature:

With hydrogenchloride; hydrogen; palladium on activated charcoal; In methanol;

DOI:10.1021/jo00957a024

upstream raw materials:

(2S)-2-[((2S)-2-{[(benzyloxy)carbonyl]amino}-3-phenylpropanoyl)amino]-3-methylbutanoic acid

N-[(S)-2-(2-oxo-4,5-diphenyl-oxazol-3-yl)-3-phenyl-propionyl]-L-valine methyl ester

L-valine

L-Phenylalanin-N-carbonsaeureanhydrid

Downstream raw materials:

(3S,6S)-3-(1-methylethyl)-6-(phenylmethyl)piperazine-2,5-dione

Refernces

• 1、 Oya, Masanao,Takahashi, Tomoko. "The Steric Hindrance of the Stepwise Reaction of N-Carboxy α-Amino Acid Anhydride with the α-Amino Acid Ester". . p. 2705 - 2707. Retrieved 2007/10/02.
• 2、 Schnabel,Klostermeyer,Dahlmans,Zahn. "Synthesis of peptide derivatives of the insulin sequence B 1-4, B 1-5 and B 1-8". . p. 227 - 241. Retrieved 2007/10/06.