94778-64-0

Basic information

• Product Name: L-Phenylalanine, N-[N-[(1,1-dimethylethoxy)carbonyl]-D-2-phenylglycyl]-, methyl ester
• CAS NO: 94778-64-0
• Molecular Formula: C23H28N2O5
• Molecular Weight: 412.486
• Mol File: 94778-64-0.mol

Chemical Properties

• CAS DataBase Reference: L-Phenylalanine, N-[N-[(1,1-dimethylethoxy)carbonyl]-D-2-phenylglycyl]-, methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: L-Phenylalanine, N-[N-[(1,1-dimethylethoxy)carbonyl]-D-2-phenylglycyl]-, methyl ester(94778-64-0)
• EPA Substance Registry System: L-Phenylalanine, N-[N-[(1,1-dimethylethoxy)carbonyl]-D-2-phenylglycyl]-, methyl ester(94778-64-0)

Safety Data

• Hazardous Substances Data: 94778-64-0(Hazardous Substances Data)

Upstream product

• 67-56-1 methanol 
• 1072912-81-2 C₁₉H₁₈Cl₃NO₄ 
• 13734-34-4 N-tert-butoxycarbonyl-L-phenylalanine 
• 2577-90-4 methyl (2S)-2-amino-3-phenylpropanoate 
• 685132-79-0 tert-butyl [(1R)-2-nitro-1-phenylethyl]carbamate 
• 33125-05-2 Boc-D-Phg-OH 
• 7524-50-7 methyl (2S)-2-amino-3-phenylpropanoate hydrochloride 
• 2900-27-8 (2S)-2-[(tert-butoxycarbonyl)amino]-2-phenylethanoic acid 
• 111524-97-1 Fmoc-D-Phg-Cl 
• 111524-95-9 N-Fmoc-D-phenylglycine 
• 24424-99-5 di-tert-butyl dicarbonate 
• 111524-87-9 methyl 2-(2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-2-phenylacetamido)-3-phenylpropanoate 

Downstream Products

• 111524-94-8 H-D-Phg-Phe-OMe*CF₃CO₂H 

Relevant articles and documents

Peptide-Chain Elongation Using Unprotected Amino Acids in a Micro-Flow Reactor

Conventional peptide synthesis requires a deprotection step after each amidation step, which decreases synthetic efficiency. Therefore, peptide synthesis using unprotected amino acids is considered an ideal approach. Here, we report peptide chain elongati

Oxidative Amidation of Nitroalkanes with Amine Nucleophiles using Molecular Oxygen and Iodine

The formation of amides and peptides often necessitates powerful yet mild reagent systems. The reagents used, however, are often expensive and highly elaborate. New atom-economical and practical methods that achieve such goals are highly desirable. Ideally, the methods should start with substrates that are readily available in both chiral and non-chiral forms and utilize cheap reagents that are compatible with a wide variety of functional groups, steric encumberance, and epimerizable stereocenters. A direct oxidative method was developed to form amide and peptide bonds between amines and primary nitroalkanes simply by using I2 and K2CO3 under O2. Contrary to expectations, a 1:1 halogen-bonded complex forms between the iodonium source and the amine, which reacts with nitronates to form α-iodo nitroalkanes as precursors to the amides.

Synthesis of highly substituted imidazolidine-2,4-dione (Hydantoin) through Tf2O-mediated dual activation of Boc-protected dipeptidyl compounds

Highly substituted chiral hydantoins were readily synthesized from simple dipeptides in a single step under mild conditions. This reaction proceeded through the dual activation of an amide and a tert-butyloxycarbonyl (Boc) protecting group by Tf2O-pyridine. This method was successfully applied in the preparation of a variety of biologically active compounds, including drug analogs and natural products.

13C NMR as a general tool for the assignment of absolute configuration

13C NMR, alone or in combination with 1H NMR, allows the assignment of the absolute configuration of chiral alcohols, amines, carboxylic acids, thiols, cyanohydrins, sec,sec-diols and sec,sec-aminoalcohols, derivatized with appropriate chiral auxiliaries. This extends the assignment possibilities of NMR to fully deuterated and to nonproton containing compounds.

Microwave irradiation accelerated rapid, efficient and high yield esterification of Boc-amino acid to Merrifield resin mediated by KF

A rapid and efficient procedure for the attachment of Boc-amino acid to Merrifield resin in the presence of potassium fluoride by flash heating under microwave irradiation has been described. Esterification rate acceleration and higher loadings are obtained significantly. Also, reaction times are reduced from the conventional 24 hr to 5-6 min duration under microwave irradiation.