1492-15-5

Basic information

• Product Name: AC-VAL-OME
• Synonyms: N-ALPHA-ACETYL-L-VALINE-METHYL ESTER;ACETYL-L-VALINE METHYL ESTER;AC-VAL-OME;AC-VALINE-OME;Ac-L-Val-OMe;N-alpha-Actetyl-L-valine methyl ester;(2S)-2-(Acetylamino)-3-methylbutanoic acid methyl ester;N-Acetylvaline methyl ester
• CAS NO: 1492-15-5
• Molecular Formula: C₈H₁₅NO₃
• Molecular Weight: 173.21
• Product Categories: Amino Acid Derivatives;Amino Acids
• Mol File: 1492-15-5.mol

Chemical Properties

• Melting Point: 61.3-62.5 °C
• Boiling Point: 275.4 °C at 760 mmHg
• Flash Point: 120.4 °C
• Appearance: /
• Density: 1.014 g/cm³
• Storage Temp.: Store at RT.
• PKA: 14.70±0.46(Predicted)
• CAS DataBase Reference: AC-VAL-OME(CAS DataBase Reference)
• NIST Chemistry Reference: AC-VAL-OME(1492-15-5)
• EPA Substance Registry System: AC-VAL-OME(1492-15-5)

Safety Data

• Hazardous Substances Data: 1492-15-5(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
AC-VAL-OME is used as a pain reliever for its ability to alleviate mild to moderate pain, primarily due to the presence of acetaminophen and codeine phosphate in its formulation. The combination of these two ingredients provides a broader spectrum of pain relief compared to using either component alone.
AC-VAL-OME is used as a fever reducer for its capacity to lower body temperature, which is attributed to the antipyretic properties of acetaminophen.
AC-VAL-OME is used as a cough suppressant for its potential to alleviate coughing and other respiratory symptoms, with omemazine contributing to this effect through its antihistamine and sedative properties.
AC-VAL-OME is used as a short-term treatment for pain and coughing associated with common cold or flu, offering a multifaceted approach to symptom management.

Upstream product

• 6306-52-1 L-valine methylester hydrochloride 
• 108-24-7 acetic anhydride 
• 18424-76-5 dimethyl malonate sodium salt 
• 99166-07-1 (S)-2-Chloro-5-isopropyl-3,6-dimethoxy-2,5-dihydro-pyrazine 
• 137465-86-2 (3S,8S)-(-)-3,8-dicarbomethoxy-4,7-diaza-2,5,6,9-tetramethyl-4,6-decadiene 
• 75-36-5 acetyl chloride 
• 39239-88-8 methyl 2-acetamido-3-methylbut-2-enoate 
• 34990-55-1 methyl (S)-3-methyl-2-(3-oxobutylamido) n-butyric acid 
• 75-05-8 acetonitrile 
• 52152-47-3 N-acetyl-DL-valine methyl ester 
• 67-56-1 methanol 
• 602314-57-8 (4S,5R)-4-hydroxy-3-isopropyl-5-phenyl-4,5-dihydro-isoxazole 
• 96-81-1 N-acetyl-L-valine 
• 74-88-4 methyl iodide 

Downstream Products

• 19701-84-9 N-Ac-Val-NHMe 
• 464-72-2 tetraphenylethane-1,2-diol 
• 37933-88-3 N-acetyl-L-valinamide 
• 132903-67-4 Arg-Lys-Asp-Val-Tyr tris trifluoroacetate 
• 17916-88-0 N-acetyl-D-valine 
• 96-81-1 N-acetyl-L-valine 
• 72-18-4 L-valine 

Relevant articles and documents

A Mild, General, Metal-Free Method for Desulfurization of Thiols and Disulfides Induced by Visible-Light

A visible-light-induced metal-free desulfurization method for thiols and disulfides has been explored. This radical desulfurization features mild conditions, robustness, and excellent functionality compatibility. It was successfully applied not only to the desulfurization of small molecules, but also to peptides.

Desulfurization method of organic compounds containing mercapto or disulfide bond

The invention relates to a desulfurization method of organic compounds, in particular, organic compounds containing mercapto or a disulfide bond. The method comprises following steps: dissolving organic compounds containing mercapto or a disulfide bond by a solvent; adding a phosphine reagent and an initiator; and carrying out reactions in the presence of light to convert the substrate into corresponding desulfurization products. The organic compounds containing mercapto or a disulfide bond is R-SH or R-S-S-R; wherein R represents a primary carbon group, a secondary carbon group, a tertiary carbon group, an aryl group, or an acyl group. The reactions do not need any metal, and the reaction conditions are mild. Moreover, the desulfurization method has the advantages of high yield, wide substrate application range, and multiple suitable solvents, and is widely suitable for multiple kinds of mercapto-removing reactions and desulfurization reactions of disulfide.

Oxidative Damage in Aliphatic Amino Acids and Di- and Tripeptides by the Environmental Free Radical Oxidant NO3?: the Role of the Amide Bond Revealed by Kinetic and Computational Studies

Kinetic and computational data reveal a complex behavior of the important environmental free radical oxidant NO3? in its reactions with aliphatic amino acids and di- and tripeptides, suggesting that attack at the amide N-H bond in the peptide backbone is a highly viable pathway, which proceeds through a proton-coupled electron transfer (PCET) mechanism with a rate coefficient of about 1 × 106 M-1 s-1 in acetonitrile. Similar rate coefficients were determined for hydrogen abstraction from the α-carbon and from tertiary C-H bonds in the side chain. The obtained rate coefficients for the reaction of NO3? with aliphatic di- and tripeptides suggest that attack occurs at all of these sites in each individual amino acid residue, which makes aliphatic peptide sequences highly vulnerable to NO3?-induced oxidative damage. No evidence for amide neighboring group effects, which have previously been found to facilitate radical-induced side-chain damage in phenylalanine, was found for the reaction of NO3? with side chains in aliphatic peptides.

Oxidative functionalization of aliphatic and aromatic amino acid derivatives with H2O2 catalyzed by a nonheme imine based iron complex

The oxidation of a series of N-acetyl amino acid methyl esters with H2O2 catalyzed by a very simple iminopyridine iron(ii) complex 1 easily obtainable in situ by self-assembly of 2-picolylaldehyde, 2-picolylamine, and Fe(OTf)2 was investigated. Oxidation of protected aliphatic amino acids occurs at the α-C-H bond exclusively (N-AcAlaOMe) or in competition with the side-chain functionalization (N-AcValOMe and N-AcLeuOMe). N-AcProOMe is smoothly and cleanly oxidized with high regioselectivity affording exclusively C-5 oxidation products. Remarkably, complex 1 is also able to catalyze the oxidation of the aromatic N-AcPheOMe. A marked preference for the aromatic ring hydroxylation over Cα-H and benzylic C-H oxidation was observed, leading to the clean formation of tyrosine and its phenolic isomers.

Simple and efficient Fmoc removal in ionic liquid

A mild method for an efficient removal of the fluorenylmethoxycarbonyl (Fmoc) group in ionic liquid was developed. The combination of a weak base such as triethylamine and [Bmim][BF4] makes the entire system more efficient for the cleavage at room temperature of various amines and amino acid methyl esters in short reaction times. The procedure works well even in the case of N-Fmoc amino acids bearing acid-sensitive protecting groups and of N-alkylated amino acid methyl esters. The solvent-free condition provides a complementary method for Fmoc deprotection in solution phase peptide synthesis and modern organic synthesis.

Mechanochemical Encapsulation of Fullerenes in Peptidic Containers Prepared by Dynamic Chiral Self-Sorting and Self-Assembly

Molecular capsules composed of amino acid or peptide derivatives connected to resorcin[4]arene scaffolds through acylhydrazone linkers have been synthesized using dynamic covalent chemistry (DCC) and hydrogen-bond-based self-assembly. The dynamic character of the linkers and the preference of the peptides towards self-assembly into β-barrel-type motifs lead to the spontaneous amplification of formation of homochiral capsules from mixtures of different substrates. The capsules have cavities of around 800 ?3 and exhibit good kinetic stability. Although they retain their dynamic character, which allows processes such as chiral self-sorting and chiral self-assembly to operate with high fidelity, guest complexation is hindered in solution. However, the quantitative complexation of even very large guests, such as fullerene C60 or C70, is possible through the utilization of reversible covalent bonds or the application of mechanochemical methods. The NMR spectra show the influence of the chiral environment on the symmetry of the fullerene molecules, which results in the differentiation of diastereotopic carbon atoms for C70, and the X-ray structures provide unique information on the modes of peptide-fullerene interactions.

A new method for peptide synthesis in the N→C direction: Amide assembly through silver-promoted reaction of thioamides

The Ag(i)-promoted coupling of amino acids and peptides with amino ester thioamides generates peptide imides without epimerisation. The peptide imides undergo regioselective hydrolysis under mild conditions to generate native peptides. This method was employed to prepare the pentapeptide thymopentin in the N→C direction, in high yield and purity.

Deprotection/reprotection of the amino group in α-amino acids and peptides. A one-pot procedure in [Bmim][BF4] ionic liquid

This paper presents an efficient one-pot protocol for the sequential deprotection/reprotection of the α-amino group in α-amino acid and dipeptide methyl esters. [Bmim][BF4] is used as the solvent in the entire process. In particular, the use of the ionic liquid allows for rapid and clean removal of the 4-nitrobenzenesulfonyl (nosyl) group and for facile subsequent tert-butyloxycarbonylation of the free α-amino function under very mild conditions. N-Boc-α-amino acid as well as peptide derivatives are isolated in excellent yields, and do not require any further purification. Absolute configurations of the precursors are totally preserved during the process.

Practical enantioselective hydrogenation of α-aryl- and α-carboxyamidoethylenes by rhodium(I)-{1,2-bis[(o-tert-butoxyphenyl) (phenyl)phosphino]ethane}

The rhodium(I)-{1,2-bis[(o-tert-butoxyphenyl)(phenyl)phosphino]ethane} [Rh(I)-(t-Bu-SMS-Phos)] catalyst system displayed prime efficiency in the hydrogenation of large series of aamidostyrenes and a-amidoacrylates. Up to >99.9% enantiomeric excesses coupl

Sulfated tungstate: A highly efficient catalyst for transamidation of carboxamides with amines

An environmentally benign protocol for the transamidation of carboxamides with amines using sulfated tungstate, as a heterogeneous catalyst, has been developed. The method has been successfully applied to the synthesis of a wide range of aromatic and aliphatic amides and phthalimides. Efficient transformation, mild reaction conditions, easy product isolation and the potential reusability of the catalyst are attractive features.