Leucyl-phenylalanine amide

Base Information

• Chemical Name: Leucyl-phenylalanine amide
• CAS No.: 38678-60-3
• Molecular Formula: C15H23N3O2
• Molecular Weight: 277.367
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID30191975
• Nikkaji Number: J1.472.905D
• Wikidata: Q83064560
• ChEMBL ID: CHEMBL590518
• Mol file: 38678-60-3.mol

Synonyms:L-leucyl-L-phenylalaninamide;Leu-Phe-NH2;leucyl-phenylalanine amide

Chemical Property of Leucyl-phenylalanine amide

Chemical Property:

• Vapor Pressure: 1.11E-11mmHg at 25°C
• Boiling Point: 538.8°Cat760mmHg
• Flash Point: 279.7°C
• PSA: 102.69000
• Density: 1.112g/cm³
• LogP: 3.26290
• Storage Temp.: Refrigerator
• Solubility.: DCM, Hexane
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 7
• Exact Mass: 277.17902698
• Heavy Atom Count: 20
• Complexity: 325

Purity/Quality:

L-Leucyl-L-phenylalaninamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)CC(C(=O)NC(CC1=CC=CC=C1)C(=O)N)N
• Isomeric SMILES: CC(C)C[C@@H](C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)N)N
• Uses: L-Leucyl-L-phenylalaninamide is an intermediate in the synthesis of γ-Secretase Inhibitor, the enzyme complex that catalyzes the cleavage of the amyloid precursor protein (APP) to generate amyloid β-peptide (Aβ), the major causative agent in Alzheimer disease (AD).

Technology Process of Leucyl-phenylalanine amide

There total 11 articles about Leucyl-phenylalanine amide 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: 100.0%

(2S)-N-[(1S)-2-amino-1-benzyl-2-oxoethyl]-2-[(tert-butoxycarbonyl)amino]-4-methylpentanamide (33900-15-1) → leucylphenylalanylamide (38678-60-3)

Guidance literature:

With acetyl chloride; In methanol; ethyl acetate; at 0 ℃; for 0.5h;

DOI:10.1055/s-2003-37649

Reference yield: 90.0%

→ leucylphenylalanylamide (38678-60-3)

Guidance literature:

With p-cresol; hydrogen fluoride; at 0 ℃; for 1h;

DOI:10.1016/S0040-4039(01)81767-6

Reference yield: 60.0%

Fmoc-Leu-OH (35661-60-0) + N-Fmoc L-Phe (35661-40-6) → leucylphenylalanylamide (38678-60-3)

Guidance literature:

N-Fmoc L-Phe;

With piperidine; In N,N-dimethyl-formamide;

Fmoc-Leu-OH; Further stages;

DOI:10.1021/jm901352b

upstream raw materials:

L-Phenylalanine amide

N-benzyloxycarbonyl-L-leucine 2,4,6-trichlorophenyl ester

(2S)-N-[(1S)-2-amino-1-benzyl-2-oxoethyl]-2-[(tert-butoxycarbonyl)amino]-4-methylpentanamide

N-tert-butoxycarbonyl-L-leucine

Downstream raw materials:

Boc-Phe-Leu-Leu-Phe-NH₂

{(1S,2S,4R)-1-Benzyl-2-(tert-butyl-dimethyl-silanyloxy)-4-[(S)-1-((S)-1-carbamoyl-2-phenyl-ethylcarbamoyl)-3-methyl-butylcarbamoyl]-5-phenyl-pentyl}-carbamic acid tert-butyl ester

bis(Boc-Cys-Leu-Phe-NH₂)

Ac-Leu-Ser(tBu)-Lys(Boc)-Gln(Trt)-Met-Leu-Phe-NH₂

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