41844-71-7

Usage

Uses

Used in Pharmaceutical Industry:
METHYL N-(METHOXYCARBONYL)-L-PHENYLALANINATE is used as a reagent for the synthesis of various pharmaceuticals and biologically active compounds. Its unique structure allows it to be a key component in the development of new drugs and therapeutic agents.
Used in Drug Delivery Systems:
METHYL N-(METHOXYCARBONYL)-L-PHENYLALANINATE is used as a component in drug delivery systems to improve the efficiency and effectiveness of drug administration. Its potential to modulate protein-protein interactions makes it a promising candidate for targeted drug delivery and controlled release applications.
Used in Materials Science Research:
METHYL N-(METHOXYCARBONYL)-L-PHENYLALANINATE is used as a precursor for the synthesis of peptide-based materials. Its ability to form stable bonds with other molecules makes it a valuable component in the development of advanced materials with specific properties and functions.
Used in Organic Chemistry Research:
METHYL N-(METHOXYCARBONYL)-L-PHENYLALANINATE is used as a reagent in various organic chemistry reactions, enabling the synthesis of complex organic compounds and contributing to the advancement of chemical knowledge and innovation.

Upstream product

• 7524-50-7 methyl (2S)-2-amino-3-phenylpropanoate hydrochloride 
• 79-22-1 methyl chloroformate 
• 63-91-2 L-phenylalanine 
• 2577-90-4 methyl (2S)-2-amino-3-phenylpropanoate 
• 67-56-1 methanol 
• 77357-58-5 2-((methoxycarbonyl)amino)-3-phenylpropanoic acid 
• 75-36-5 acetyl chloride 
• 41844-91-1 N-methoxycarbonyl-L-phenylalanine 
• 142311-92-0 N-(L)-phenylalanine methyl ester 
• 41844-56-8 2-Methoxycarbonyloxyimino-2-cyanoaethylacetat 

Downstream Products

• 127779-20-8 Saquinavir 
• 136522-17-3 cis-N-butyldecahydro-2-<2(R)-hydroxy-4-phenyl-3(S)-aminobutyl>-(4aS,8aS)-isoquinoline-3(S)-carboxamide 
• 137431-06-2 2-[3(S)-[(L-asparaginyl)-amino]-2(R)-hydroxy-4-phenylbutyl]-N-tert-butyl-decahydro(4aS,8aS)-isoquinoline-3(S)-carboxamide 
• 176972-61-5 (S)-(1-benzyl-3-chloro-2-oxopropyl)carbamic acid methyl ester 
• 84773-29-5 (S)-(+)-2-(N-methylamino)-3-phenylpropanol 
• 113089-29-5 (4S,5S)-5-Benzyl-3,3-dichloro-4-hydroxy-pyrrolidin-2-one 
• 113089-30-8 (4R,5S)-5-Benzyl-3,3-dichloro-4-hydroxy-pyrrolidin-2-one 
• 113089-22-8 (S)-2,2-Dichloro-3-hydroxy-4-methoxycarbonylamino-5-phenyl-pentanoic acid methyl ester 
• 263261-71-8 N-(methoxycarbonyl)-N-methyl-L-phenylalanine 
• 263262-04-0 methyl N-methoxycarbonyl-N-methylphenylalaninate 

Relevant academic research and scientific papers

Urethanes synthesis from oxamic acids under electrochemical conditions

Urethane synthesis via oxidative decarboxylation of oxamic acids under mild electrochemical conditions is reported. This simple phosgene-free route to urethanes involves an in situ generation of isocyanates by anodic oxidation of oxamic acids in an alcoholic medium. The reaction is applicable to a wide range of oxamic acids, including chiral ones, and alcohols furnishing the desired urethanes in a one-pot process without the use of a chemical oxidant.

Method for selective removal of t-butyloxycarboryl from nitrogen

The invention discloses a method for selective removal of t-butyloxycarboryl from nitrogen. According to the synthesis method, directed at a reaction substrate having t-butyloxycarboryl and another acyl protecting group on a molecular nitrogen atom, in the presence of a selectfluor reagent, reaction is carried out in a solution for selective removal of t-butyloxycarboryl and retention of another acyl protecting group. The synthesis method provided by the invention is novel and efficient, is not reported in literature, and can be widely used in total synthesis and drug intermediate synthesis.

Catalysts and temperature driven melt polycondensation reaction for helical poly(ester-urethane)s based on natural L-amino acids

Catalyst and temperature driven melt polycondensation reaction was developed for natural L-amino acid monomers to produce new classes of poly(ester-urethane)s. Wide ranges of catalysts from alkali, alkali earth metal, transition metal and lanthanides were developed for the condensation of amino acid monomers with diols to yield poly(ester-urethane)s. A-B Diblock and A-B-A triblock species were obtained by carefully choosing mono- or diols in model reactions. More than two dozens of transition metal and lanthanide catalysts were identified for the polycondensation to yield high molecular weight poly(ester-urethane)s. Theoretical studies revealed that the carbonyl carbon in ester possessed low electron density compared to the carbonyl carbon in urethane which driven the thermo-selective polymerization process. Optical purity of the L-amino acid residues in the melt polycondensation process was investigated using D- and L-isomers and the resultant products were analyzed by chiral-HPLC and CD spectroscopy. CD analysis revealed that the amino acid based polymers were self-assembled as β-sheet and polyproline type II secondary structures. Electron and atomic force microscopic analysis confirmed the formation of helical nano-fibrous morphology in poly(ester-urethane)s. The newly developed melt polycondensation process is very efficient and optimized for wide range of catalysts to produce diverse polymer structures from natural L-amino acids.

Polymers from amino acids: Development of dual ester-urethane melt condensation approach and mechanistic aspects

A new dual ester-urethane melt condensation methodology for biological monomers-amino acids was developed to synthesize new classes of thermoplastic polymers under eco-friendly and solvent-free polymerization approach. Naturally abundant l-amino acids were converted into dual functional ester-urethane monomers by tailor-made synthetic approach. Direct polycondensation of these amino acid monomers with commercial diols under melt condition produced high molecular weight poly(ester-urethane)s. The occurrence of the dual ester-urethane process and the structure of the new poly(ester-urethane)s were confirmed by 1H and 13C NMR. The new dual ester-urethane condensation approach was demonstrated for variety of amino acids: glycine, β-alanine, l-alanine, l-leucine, l-valine, and l-phenylalanine. MALDI-TOF-MS end group analysis confirmed that the amino acid monomers were thermally stable under the melt polymerization condition. The mechanism of melt process and the kinetics of the polycondensation were studied by model reactions and it was found that the amino acid monomer was very special in the sense that their ester and urethane functionality could be selectively reacted by polymerization temperature or catalyst. The new polymers were self-organized as β-sheet in aqueous or organic solvents and their thermal properties such as glass transition temperature and crystallinity could be readily varied using different l-amino acid monomers or diols in the feed. Thus, the current investigation opens up new platform of research activates for making thermally stable and renewable engineering thermoplastics from natural resource amino acids.

Possible origin of electronic effects in Rh(I)-catalyzed enantioselective hydrogenation

(Chemical Equation Presented) Reducing the electron density of ligands switches the regioselectivity of Rh(I)-catalyzed hydrometalation. A reversal of the sense of chiral induction was also observed when chiral ligands are electronically tuned in the same

N-Alkyl oxazolidines as stereocontrol elements in asymmetric Diels-Alder cycloadditions of 9-substituted anthracene derivatives

Chiral 9-oxazolidinyl anthracene derivatives have been prepared as single diastereoisomers by condensation of 9-anthraldehyde with the appropriate N-alkyl amino alcohol. Asymmetric Diels-Alder cycloadditions of these with N-methyl maleimide proceeds in go

METHOD FOR STORING QUATERNARY AMMONIUM SALT

A method of improving the stability of a quaternary ammonium salt and a method of efficiently preparing the quaternary ammonium salt having improved stability.

Conversion of carbonimidodithioates to carbamates

Carbonimidodithioates derived from primary amines or α-amino acid esters have been converted to N-benzyloxycarbonyl derivatives under mild conditions by treatment first with sodium benzyl alcoholate and then with water. N-Benzyloxycarbonyl α-amino acids have been generated from the methyl esters by alkaline hydrolysis or from the allyl esters by Pd0-catalysed de-allylation.

Synthesis of the HIV-proteinase inhibitor Saquinavir: A challenge for process research

The task of process research, namely developing efficient, economically and technically as well as ecologically feasible syntheses in time, is demonstrated on the HIV-proteinase inhibitor Saquinavir (1), a complex molecule comprising six stereo-centres. Based on the first 26-step research synthesis furnishing a 10% overall yield, process research established a new, short 11-step synthesis affording a 50% overall yield.

Method of producing halogenated and alpha-aminoalchohols

A process for the manufacture of N-protected α-aminoketones and N-protected α-aminoalcohols of the formula STR1 wherein X is halogen, one of Q1 and Q2 is hydrogen and the other is hydroxy or Q1 and Q2 together are oxo, R1 is an amino protecting group and R2 is hydrogen or the characterizing group of an α-aminocarboxylic acid, starting from the corresponding lower alkyl N-protected α-aminocarboxylates via corresponding lower alkyl N-silyl protected α-aminocarboxylates.