15204-61-2

Basic information

• Product Name: L-Phenylalanine, N-L-valyl-, 1,1-dimethylethyl ester
• CAS NO: 15204-61-2
• Molecular Formula: C18H28N2O3
• Molecular Weight: 320.432
• Mol File: 15204-61-2.mol

Chemical Properties

• CAS DataBase Reference: L-Phenylalanine, N-L-valyl-, 1,1-dimethylethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: L-Phenylalanine, N-L-valyl-, 1,1-dimethylethyl ester(15204-61-2)
• EPA Substance Registry System: L-Phenylalanine, N-L-valyl-, 1,1-dimethylethyl ester(15204-61-2)

Safety Data

• Hazardous Substances Data: 15204-61-2(Hazardous Substances Data)

Upstream product

• 1149-26-4 (S)-N-(benzyloxycarbonyl)valine 
• 16874-17-2 L-phenylalanine tert-butyl ester 
• 3496-11-5 2,5-dioxopyrrolidin-1-yl (2S)-2-(((benzyloxy)carbonyl)amino)-3-methylbutanoate 
• 75244-33-6 Z-L-Val-L-Phe-O-t-Bu 
• 116864-72-3 Noc-Val-Phe-OtBu 
• 81578-26-9 (S)-2-[(S)-2-([1,3]Dithian-2-ylmethoxycarbonylamino)-3-methyl-butyrylamino]-3-phenyl-propionic acid tert-butyl ester 

Downstream Products

• 1313619-01-0 C₃₇H₅₅N₅O₉S 
• 1313618-97-1 C₃₇H₅₅N₅O₉S 
• 1313619-20-3 C₂₈H₃₇N₅O₆S 
• 1313619-16-7 C₂₈H₃₇N₅O₆S 
• 1313618-71-1 C₂₁H₃₂N₂O₅ 
• 116864-81-4 H-Asn(Ac₃GlcNAc)-Val-Phe-OtBu 
• 100690-02-6 Z-Cm(L-Pro-L-Val-L-Phe-O-t-Bu)-L-Val-OEt 
• 100690-07-1 H-L-Pro-L-Val-L-Phe-O-t-Bu 
• 82985-58-8 Z-Ala-Asp(OBu-t)-Gly-Val-Phe-OH 
• 82985-56-6 Z-Asp(OBu-t)-Gly-Val-Phe-OH 
• 82985-59-9 H-Ala-Asp(OBu-t)-Gly-Val-Phe-OH 
• 82985-57-7 H-Asp(OBu-t)-Gly-Val-Phe-OH 
• 82985-55-5 glycyl-L-valyl-L-phenylalanine 
• 100690-06-0 Z-L-Pro-L-Val-L-Phe-O-t-Bu 

Relevant articles and documents

Synthesis and biological evaluation of analogues of the marine cyclic depsipeptide obyanamide

On the basis of the total synthesis of obyanamide, 20 analogues of this marine cyclic depsipeptide have been synthesized by (i) preparation of the tripeptide fragments in the western hemisphere using Z/OtBu protocol; (ii) preparation of the dipeptide fragments in the eastern hemisphere using Boc/OMe protocol; and (iii) fragments coupling, removal of protecting groups (Boc and OtBu, in one pot), and macrocyclizaion in the last step. The cytotoxic test showed that three synthetic compounds exhibited moderate activities against HL-60, KB, LOVO, and A549 cell lines. According to the results, the β-amino acid residue was found to play a critical role in the biological activities. Additionally, the ester bond along with the Ala(Thz) moiety was also essential for biological activities. However, it seems too early to draw a conclusion that the N-methylation of Val/Phe can lead to higher or lower cytotoxic activities.

Studies of Unusual Amino Acids and Their Peptides. XVII. The Synthesis of Peptides Containing N-Carboxymethyl Amino Acids. II.

The synthetic routes were investigated to four kinds of tetrapeptides made up of three usual amino acid residues and one N-carboxymethyl (Cm-) amino acid residue.The application of vacuum distillation made the isolation of a Cm-amino acid diester more convenient and efficient compared with the chromatographic methods which had been used previously.The efficiency of peptide bond formation at the imino group of a Cm-amino acid by the acid chloride method was remarkably improved under suitable reaction conditions.In the elongation of the peptide chain from a peptide containing a Cm-amino acid at the C-terminal position, the coupling efficiency was usually poorer than that in the case of the corresponding peptide composed only of the usual amino acid residues, and it depended greatly on the coupling methods, the 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide-1-hydroxybenzotriazole method being generaly the most desirable.

DER 2-(4-PYRIDYL)ETHOXYCARBONYL-(4-Pyoc)-REST - EINE HYDROPHILE, SAEURE- UND BASENSTABILE AMINOSCHUTZGRUPPE FUER DIE PEPTIDSYNTHESE

The title amino blocking function is stable under basic and acidic conditions frequently used in the peptide synthesis.Its hydrophilicity permits an effective peptide synthesis in water.After the easy conversion to the pyridinium form the 4-Pyoc group can

The 1,3-Dithian-2-ylmethoxycarbonyl (Dmoc) Group as Two-Step Amino Protective Function in Peptide Chemistry

The 1,3-dithian-2-ylmethoxycarbonyl (Dmoc) group (4) as amino protective function is stable against bases and trifluoroacetic acid.The peptide condensation of Dmoc-amino acids is carried out applying the mixed anhydride or modified carbodiimide procedures

Total Synthesis of PHI

PHI has recently been isolated from porcine duodenum as a new peptide factor with VIP-like activities.Its primary structure corresponds to a linear heptacosapeptide amide characterized by a remarkable sequence homology to the other known members of the gl