L-Phenylalaninamide, N-((1,1-dimethylethoxy)carbonyl)-L-tryptophyl-N6-(((2-methylphenyl)amino)carbonyl)-L-lysyl-L-alpha-aspartyl-Nalpha-methyl-

Base Information

• Chemical Name: L-Phenylalaninamide, N-((1,1-dimethylethoxy)carbonyl)-L-tryptophyl-N6-(((2-methylphenyl)amino)carbonyl)-L-lysyl-L-alpha-aspartyl-Nalpha-methyl-
• CAS No.: 130408-77-4
• Molecular Formula: C44H56 N8 O9
• Molecular Weight: 840.977
• DSSTox Substance ID: DTXSID70926728
• Nikkaji Number: J351.729B
• Wikidata: Q27074078
• ChEMBL ID: CHEMBL323521
• Mol file: 130408-77-4.mol

Synonyms:A 71623;A-71623;Boc-Trp-Lys(epsilon-N-2-methylphenylaminocarbonyl)-Asp-(N-methyl)-Phe-NH2

Chemical Property of L-Phenylalaninamide, N-((1,1-dimethylethoxy)carbonyl)-L-tryptophyl-N6-(((2-methylphenyl)amino)carbonyl)-L-lysyl-L-alpha-aspartyl-Nalpha-methyl-

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 1126.6°C at 760 mmHg
• Flash Point: 635.1°C
• PSA: 254.15000
• Density: 1.286g/cm³
• LogP: 6.24030
• Solubility.: Soluble to 1 mg/ml in 20mM PBS buffer
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 8
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 22
• Exact Mass: 840.41702539
• Heavy Atom Count: 61
• Complexity: 1500

Purity/Quality:

99% ^*data from raw suppliers

A-71623 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=CC=C1NC(=O)NCCCCC(C(=O)NC(CC(=O)O)C(=O)N(C)C(CC2=CC=CC=C2)C(=O)N)NC(=O)C(CC3=CNC4=CC=CC=C43)NC(=O)OC(C)(C)C
• Isomeric SMILES: CC1=CC=CC=C1NC(=O)NCCCC[C@@H](C(=O)N[C@@H](CC(=O)O)C(=O)N(C)[C@@H](CC2=CC=CC=C2)C(=O)N)NC(=O)[C@H](CC3=CNC4=CC=CC=C43)NC(=O)OC(C)(C)C
• Uses: A-71623 is a potent CCK agonist with 1200-fold selectivity over the CCK2 receptor.

Technology Process of L-Phenylalaninamide, N-((1,1-dimethylethoxy)carbonyl)-L-tryptophyl-N6-(((2-methylphenyl)amino)carbonyl)-L-lysyl-L-alpha-aspartyl-Nalpha-methyl-

There total 2 articles about L-Phenylalaninamide, N-((1,1-dimethylethoxy)carbonyl)-L-tryptophyl-N6-(((2-methylphenyl)amino)carbonyl)-L-lysyl-L-alpha-aspartyl-Nalpha-methyl- 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%

(S)-3-[(S)-2-[(S)-2-tert-Butoxycarbonylamino-3-(1H-indol-3-yl)-propionylamino]-6-(3-o-tolyl-ureido)-hexanoylamino]-N-((S)-1-carbamoyl-2-phenyl-ethyl)-N-methyl-succinamic acid benzyl ester → Boc-Trp-Lys(Tac)-Asp-N(Me)Phe-NH2 (130408-77-4)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; under 760 Torr;

DOI:10.1021/jm00028a015

Reference yield:

Boc-Trp-OH (13139-14-5) → Boc-Trp-Lys(Tac)-Asp-N(Me)Phe-NH2 (130408-77-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 97 percent / N-methylmorpholine, 1-hydroxybenzotriazole, 1-(3-dimethylamino)propyl)-3-ethylcarbodiimide hydrochloride / dimethylformamide / Ambient temperature

2: 82 percent / H₂ / 10percent Pd/C / ethanol / 760 Torr

With 4-methyl-morpholine; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium on activated charcoal; In ethanol; N,N-dimethyl-formamide;

DOI:10.1021/jm00028a015

upstream raw materials:

Boc-Trp-OH

Refernces