43041-59-4

Basic information

• Product Name: Benzenepropanoic acid, a-isocyano-, methyl ester, (S)-
• CAS NO: 43041-59-4
• Molecular Formula: C11H11NO2
• Molecular Weight: 189.214
• Mol File: 43041-59-4.mol

Chemical Properties

• CAS DataBase Reference: Benzenepropanoic acid, a-isocyano-, methyl ester, (S)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenepropanoic acid, a-isocyano-, methyl ester, (S)-(43041-59-4)
• EPA Substance Registry System: Benzenepropanoic acid, a-isocyano-, methyl ester, (S)-(43041-59-4)

Safety Data

• Hazardous Substances Data: 43041-59-4(Hazardous Substances Data)

Upstream product

• 2577-90-4 methyl (2S)-2-amino-3-phenylpropanoate 
• 63-91-2 L-phenylalanine 
• 129397-81-5 methyl (((9H-fluoren-9-yl)methoxy)carbonyl)-L-phenylalaninate 
• 13200-85-6 N-formyl-L-phenylalanine 
• 2311-21-9 N-formyl-L-phenylalanine-methylester 

Downstream Products

• 112681-15-9 rac-N-(2,2-diethoxyethyl)-2-isocyano-3-phenylpropionamide 
• 1258863-43-2 (S)-methyl 2-isoselenocyanato-3-phenylpropanoate 
• 1258863-66-9 (S)-methyl 2-(3-cyclohexylselenoureido)-3-phenylpropanoate 
• 1258863-67-0 C₁₇H₁₈N₂O₂Se 
• 1258863-70-5 C₁₉H₂₂N₂O₂Se 
• 67591-34-8 C₁₆H₁₄N₂OSe 
• 1258863-76-1 C₁₆H₂₀N₂OSe 
• 1258863-71-6 C₁₉H₂₂N₂O₂Se 

Relevant articles and documents

Application of the Ugi reaction with multiple amino acid-derived components: Synthesis and conformational evaluation of piperazine-based minimalist peptidomimetics

The concurrent employment of α-amino acid-derived chiral components such as aldehydes and α-isocyanoacetates, in a sequential Ugi reaction/cyclization two-step strategy, opens the door to the synthesis of three structurally distinct piperazine-based scaff

Silver-Catalyzed Acyl Nitrene Transfer Reactions Involving Dioxazolones: Direct Assembly of N-Acylureas

Dioxazolones and isocyanides are useful synthetic building blocks, and have attracted significant attention from researchers. However, the silver-catalyzed nitrene transfer reaction of dioxazolones has not been investigated to date. Herein, a silver-catalyzed acyl nitrene transfer reaction involving dioxazolones, isocyanides, and water was realized in the presence of Ag2O to afford a series of N-acylureas in moderate to good yields.

Elucidating the Reaction Pathway of Decarboxylation-Assisted Olefination Catalyzed by a Mononuclear Non-Heme Iron Enzyme

Installation of olefins into molecules is a key transformation in organic synthesis. The recently discovered decarboxylation-assisted olefination in the biosynthesis of rhabduscin by a mononuclear non-heme iron enzyme (P.IsnB) represents a novel approach in olefin construction. This method is commonly employed in natural product biosynthesis. Herein, we demonstrate that a ferryl intermediate is used for C-H activation at the benzylic position of the substrate. We further establish that P.IsnB reactivity can be switched from olefination to hydroxylation using electron-withdrawing groups appended on the phenyl moiety of the analogues. These experimental observations imply that a pathway involving an initial C-H activation followed by a benzylic carbocation species or by electron transfer coupled β-scission is likely utilized to complete C=C bond formation.

A facile synthesis of N/C-terminal selenourea tethered glycosylated amino acids

A simple route for the synthesis of a new class of neoglycosylated amino acids possessing a selenourea moiety is described. The coupling of a-isoselenocyanato esters or Cbz/Boc-amino alkyl isoselenocyanates with peracetyl/benzoylated glucosylamine at ambient temperature led to insert selenourea as a linker. All the compounds prepared have been isolated as analytically pure ones, and characterized by 1H. 13C and 77Se NMR, and mass spectroscopy.

Investigation of the configurational stabilities of chiral isocyanoacetates in multicomponent reactions

Isocyanoacetates are uniquely reactive compounds characterized by an ambivalent isocyano functional group and an enolizable α-carbon. It is widely believed that chiral α-substituted isocyanoacetates are configurationally unstable in some synthetically use

Isoselenocyanates derived from amino acid esters: An expedient synthesis and application to the assembly of selenoureidopeptidomimetics, unsymmetrical Selenoureas and selenohydantoins

An important class of organoselenium compounds-α-isoselenocyanato esters 4 hasbeen prepared by a reaction of α-isocyano esters with elemental selenium powder. The reaction issimple, rapid and all the isoselenocyanates havebeen isolated as stable ones after chromatographic purification. These hitherto unreported classes of molecules would be useful building blocks for the preparation of variety of selenium containing peptidomimetics. In this study, the utility of the title molecules in the preparation of selenoureidopeptidomimetics 6, unsymmetrical selenoureas 8 and selenohydantoins 10 isdemonstrated.

On the preparation of enantiomerically pure isonitriles from amino acid esters and peptides

An improved method for the synthesis of enantiomerically pure isonitriles from amino acid esters and dipeptides is described.

Application of isocyanides derived from α-amino acids as substrates for the Ugi reaction

A systematic study on the influence of Lewis acid, solvent, and temperature on the stereochemical course of the Ugi reaction was performed to find conditions in which the isocyanides derived from enantiopure α-amino acids do not racemize. After a series o

METHOD FOR PRODUCING NITRILES AND ISONITRILES BY USING DEHYDRATION REACTORS WITH PROPANEPHOSPHONIC ACID ANHYDRIDES

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AMINE-BASED AND AMIDE-BASED INHIBITORS OF SEMICARBAZIDE-SENSITIVE AMINE OXIDASE (SSAO) ENZYME ACTIVITY AND VAP-1 MEDIATED ADHESION USEFUL FOR TREATMENT OF DISEASES

Compositions and methods are disclosed for inhibiting semicarbazide-sensitive amine oxidase (SSAO), also known as vascular adhesion protein-1 (VAP-1). The compounds disclosed are amine-containing and amide-containing compounds. The compounds and compositions are useful for treatment of diseases, including inflammation, inflammatory diseases and autoimmune disorders.