2458-78-8

Basic information

• Product Name: AC-THR-OME
• Synonyms: N-ALPHA-ACETYL-L-THREONINE METHYL ESTER;ACETYL-L-THREONINE METHYL ESTER;AC-THR-OME;AC-THREONINE-OME;(2S,3R)-Methyl 2-acetaMido-3-hydroxybutanoate;Acetyl-L-threonine methyl ester≥ 95% (HPLC);Ac-L-Thr-OMe
• CAS NO: 2458-78-8
• Molecular Formula: C₇H₁₃NO₄
• Molecular Weight: 175.18
• Mol File: 2458-78-8.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 371.181°C at 760 mmHg
• Flash Point: 178.284°C
• Appearance: /
• Density: 1.154g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.457
• Storage Temp.: Store at RT.
• PKA: 13.89±0.20(Predicted)
• CAS DataBase Reference: AC-THR-OME(CAS DataBase Reference)
• NIST Chemistry Reference: AC-THR-OME(2458-78-8)
• EPA Substance Registry System: AC-THR-OME(2458-78-8)

Safety Data

• Hazardous Substances Data: 2458-78-8(Hazardous Substances Data)

Usage

Description

AC-THR-OME, also known as Acetyl-l-threonine Methyl Ester, is a white solid with unique chemical properties. It is a derivative of l-threonine, an amino acid, and has a methyl ester group attached to it. AC-THR-OME has potential applications in various industries due to its specific characteristics.

Uses

Used in Cosmetics and Personal Care Industry:
AC-THR-OME is used as an ingredient in anti-odor compositions for its ability to neutralize and reduce unpleasant body odors. It can be incorporated into deodorants, antiperspirants, and other personal care products to provide long-lasting freshness and odor control.
Used in Pharmaceutical Industry:
AC-THR-OME is used for therapeutic purposes, potentially offering benefits in the treatment of various health conditions. Its specific applications and mechanisms of action may vary, but its use in the pharmaceutical industry highlights its potential for contributing to improved health outcomes.

InChI:InChI=1/C7H13NO4/c1-4(9)6(7(11)12-3)8-5(2)10/h4,6,9H,1-3H3,(H,8,10)

Upstream product

• 186581-53-3 diazomethane 
• 17093-74-2 N-acetyl-DL-theanine 
• 67-56-1 methanol 
• 39994-75-7 threonine methyl ester hydrochloride 
• 98432-01-0 methyl 2-acetamido-3-oxobutanoate 
• 207348-26-3 (Z)-2-Acetylamino-3-(tert-butyl-dimethyl-silanyloxy)-but-2-enoic acid methyl ester 
• 17093-74-2 (2S,3R)-2-acetamido-3-hydroxybutanoic acid 
• 3373-59-9 L-threonine methyl ester 
• 108-24-7 acetic anhydride 
• 39994-75-7 L-threonine methyl ester hydrochloride 
• 75-36-5 acetyl chloride 
• 73708-95-9 methyl 3-oxo-2-oximinobutanoate 
• 105-45-3 acetoacetic acid methyl ester 

Downstream Products

• 464-72-2 tetraphenylethane-1,2-diol 
• 57294-56-1 (Z)-methyl 2-acetamido-3-methoxyacrylate 
• 171597-45-8 (2S,3R)-2-acetylamino-3-phenyl-butyric acid methyl ester 
• 188656-15-7 (E)-methyl-2-acetamido-3-bromobut-2-enoate 
• 188656-16-8 (Z)-2-Acetylamino-3-bromo-but-2-enoic acid methyl ester 
• 686744-85-4 (2R,3S)-2-acetylamino-3-phenyl-butyric acid methyl ester 
• 171556-69-7 (2S,3R)-2-acetylamino-3-(4-fluorophenyl)butyric acid methyl ester 
• 686744-87-6 (2R,3S)-2-acetylamino-3-(4-fluorophenyl)butyric acid methyl ester 
• 171556-68-6 (2S,3R)-2-acetylamino-3-(4-methoxyphenyl)butyric acid methyl ester 
• 686744-93-4 (2R,3S)-2-acetylamino-3-(4-methoxyphenyl)butyric acid methyl ester 
• 171556-64-2 (Z)-2-acetylamino-3-(4-fluorophenyl)but-2-enoic acid methyl ester 
• 686744-70-7 (Z)-2-acetylamino-3-iodo-but-2-enoic acid methyl ester 
• 686744-92-3 (2R,3S)-2-acetylamino-3-(3,5-dimethylphenyl)butyric acid methyl ester 
• 686744-96-7 (2S,3R)-2-acetylamino-3-(3,5-dimethylphenyl)butyric acid methyl ester 

Relevant articles and documents

Visible-Light Mediated Tryptophan Modification in Oligopeptides Employing Acylsilanes

A method for the selective tryptophan modification and labelling of tryptophan-containing peptides is described. Photoirradiation of acylsilanes generates reactive siloxycarbenes which undergo H?N-insertion into the indole moiety of tryptophan to give stable silyl protected hemiaminals. This method is successfully applied to chemically modify various tryptophan containing oligopeptides. The method enables the selective introduction of alkynes to peptides that are eligible for further alkyne-azide click chemistry. In addition, the dansyl fluorophore can be conjugated to a peptide using this approach.

Total Synthesis of Pseudomonas aeruginosa 1244 Pilin Glycan via de Novo Synthesis of Pseudaminic Acid

Pseudaminic acid (Pse) is a nonulosonic acid unique to bacterial species, found as a component of important cell surface glycans and glycoproteins in various pathogenic species, such as the critical hospital threat Pseudomonas aeruginosa. Herein we present the development of a facile and scalable de novo synthesis of Pse and its functionalized derivatives from easily available Cbz-l-allo-threonine methyl ester (16 steps in 11% yield). The key reactions in our de novo synthesis involve the diastereoselective glycine thioester isonitrile-based aldol-type reaction to create the 1,3-anti-diamino skeleton, followed by the Fukuyama reduction and the indium-mediated Barbier-type allylation. Moreover, we have studied the glycosylation of the Pse glycosyl donors and identified the structural determinants for its glycosylation diastereoselectivity, which enabled us to complete the total synthesis of P. aeruginosa 1244 pilin trisaccharide α-5NβOHC47NFmPse-(2→4)-β-Xyl-(1→3)-FucNAc.

ANTI-ODOR COMPOSITIONS AND THERAPEUTIC USE

This application discloses a composition comprising a malodor compound and an anti-odor ingredient effective for reducing the presence or production of malodor. The composition may be topically applied to a subject and is useful for cosmetic conditions, pharmaceutical indications, or other objectives.