Leucine-beta-naphthylamide

Base Information

• Chemical Name: Leucine-beta-naphthylamide
• CAS No.: 732-85-4
• Molecular Formula: C₁₆H₂₀N₂O
• Molecular Weight: 256.348
• Hs Code.: 29242990
• European Community (EC) Number: 211-990-0
• DSSTox Substance ID: DTXSID20993920
• Nikkaji Number: J193.101F
• Wikidata: Q27162564
• ChEMBL ID: CHEMBL22905
• Mol file: 732-85-4.mol

Synonyms:Leu-Nap;leucine-2-naphthylamide;leucine-beta-naphthylamide;N-L-leucyl-2-naphthylamine

Chemical Property of Leucine-beta-naphthylamide

Chemical Property:

• Vapor Pressure: 6.76E-09mmHg at 25°C
• Refractive Index: 1.625
• Boiling Point: 467 °C at 760 mmHg
• Flash Point: 236.2 °C
• PSA: 55.12000
• Density: 1.128 g/cm³
• LogP: 3.92500
• Storage Temp.: −20°C
• Solubility.: H2O: insoluble
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 256.157563266
• Heavy Atom Count: 19
• Complexity: 303

Purity/Quality:

98%,99%, ^*data from raw suppliers

L-Leucine β-naphthylamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 40
• Safety Statements: 22-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)CC(C(=O)NC1=CC2=CC=CC=C2C=C1)N
• Isomeric SMILES: CC(C)C[C@@H](C(=O)NC1=CC2=CC=CC=C2C=C1)N
• Uses: L-Leucine-β-naphthylamide is used in the synthesis of protein tyrosine phosphatase inhibitors. Used as an agent to combat Leishmania major. L-Leucine β-naphthylamide has been used as a substrate:to measure the activity of aminopeptidase in Escherichia colito evaluate the enzyme activity of cathepsin H from rabbit skeletal musclesin the proteolytic assay of L-Leucine aminopeptidase

Technology Process of Leucine-beta-naphthylamide

There total 5 articles about Leucine-beta-naphthylamide 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:

N-benzyloxycarbonyl-L-leucine-[2]naphthylamide (20998-86-1) → L-Leucine-β-naphtylamide (732-85-4,842-94-4,115116-79-5,122655-67-8)

Guidance literature:

With hydrogen bromide; acetic acid;

DOI:10.1007/BF00905420

Reference yield:

→ L-Leucine-β-naphtylamide (732-85-4,842-94-4,115116-79-5,122655-67-8)

Guidance literature:

With palladium on activated charcoal; ethanol; Hydrogenation;

Reference yield:

Z-Leu-OH (2018-66-8) → L-Leucine-β-naphtylamide (732-85-4,842-94-4,115116-79-5,122655-67-8)

Guidance literature:

Multi-step reaction with 2 steps

1: chlorocarbonic acid isobutyl ester; triethylamine; THF / anschliessend mit <2>Naphthylamin

2: HBr; acetic acid

With tetrahydrofuran; hydrogen bromide; acetic acid; triethylamine; isobutyl chloroformate;

DOI:10.1007/BF00905420

upstream raw materials:

N-benzyloxycarbonyl-L-leucine-[2]naphthylamide

N,N-phthaloyl-L-leucine-[2]naphthylamide

Z-Leu-OH

N-phthaloyl-(S)-leucine

Downstream raw materials:

L-leucine

naphthalen-2-ylamine