3-Fluorophenylalanyl-alanyl-alanine

Base Information

• Chemical Name: 3-Fluorophenylalanyl-alanyl-alanine
• CAS No.: 87184-16-5
• Molecular Formula: C15H20FN3O4
• Molecular Weight: 325.3354032
• DSSTox Substance ID: DTXSID00236160
• ChEMBL ID: CHEMBL49134
• Mol file: 87184-16-5.mol

Synonyms:3-fluorophenylalanyl-alanyl-alanine;3-FPhe-Ala-Ala;m-FPhe-Ala-Ala

Chemical Property of 3-Fluorophenylalanyl-alanyl-alanine

Chemical Property:

• Vapor Pressure: 1.99E-17mmHg at 25°C
• Boiling Point: 643.3°C at 760 mmHg
• PKA: 3.40±0.10(Predicted)
• Flash Point: 342.9°C
• PSA: 128.50000
• Density: 1.284g/cm³
• LogP: 2.17040
• XLogP3: -3.1
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 7
• Exact Mass: 325.14378429
• Heavy Atom Count: 23
• Complexity: 446

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3-Fluorophenylalanyl-alanyl-alanine

There total 7 articles about 3-Fluorophenylalanyl-alanyl-alanine 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: 82.0%

Cbz-L-m-FPhe-L-Ala-L-Ala-OBzl (87184-27-8) → L-m-FPhe-L-Ala-L-Ala (87184-16-5)

Guidance literature:

With methanol; cyclohexene; palladium on activated charcoal; for 3h; Heating;

DOI:10.1021/jm00366a013

Reference yield:

L-alanyl-L-alanine benzyl ester hydrochloride (69871-83-6) → L-m-FPhe-L-Ala-L-Ala (87184-16-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 69 percent / N-ethylmorpholine, hydroxybenzotriazole, DCC / dimethylformamide / 1.) 5-10 deg C, 1 h, 2.) 27 deg C, 2 h

2: 82 percent / CH₃OH, cyclohexene / 10percent Pd/C / 3 h / Heating

With N-ethylmorpholine;; methanol; benzotriazol-1-ol; dicyclohexyl-carbodiimide; cyclohexene; palladium on activated charcoal; In N,N-dimethyl-formamide;

DOI:10.1021/jm00366a013

Reference yield:

Cbz-L-m-FPhe (49759-64-0) → L-m-FPhe-L-Ala-L-Ala (87184-16-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 69 percent / N-ethylmorpholine, hydroxybenzotriazole, DCC / dimethylformamide / 1.) 5-10 deg C, 1 h, 2.) 27 deg C, 2 h

2: 82 percent / CH₃OH, cyclohexene / 10percent Pd/C / 3 h / Heating

With N-ethylmorpholine;; methanol; benzotriazol-1-ol; dicyclohexyl-carbodiimide; cyclohexene; palladium on activated charcoal; In N,N-dimethyl-formamide;

DOI:10.1021/jm00366a013

upstream raw materials:

Boc-DL-m-FPhe-L-Ala-L-Ala

Cbz-L-m-FPhe-L-Ala-L-Ala-OBzl

3-fluorophenylalanine

L-alanyl-L-alanine benzyl ester hydrochloride