124044-17-3

Usage

Uses

Used in Pharmaceutical Research:
(2R,3R)-methyl 2-acetamido-3-hydroxybutanoate is used as a key intermediate in pharmaceutical research for the development of new drugs. Its unique stereochemistry and functional groups allow for the creation of enantiomer-specific pharmaceuticals, which can have different biological activities and reduce potential side effects.
Used in Organic Synthesis:
In the field of organic synthesis, (2R,3R)-methyl 2-acetamido-3-hydroxybutanoate is used as a versatile precursor to other valuable chemical compounds. Its functional groups and stereochemistry make it an ideal starting material for the synthesis of a wide range of biologically active molecules, including potential therapeutic agents and other specialty chemicals.
Used in Chiral Chemistry:
(2R,3R)-methyl 2-acetamido-3-hydroxybutanoate is utilized in chiral chemistry to explore the properties and applications of enantiomers. The study of its two non-superimposable mirror image forms can lead to a better understanding of the role of stereochemistry in chemical reactions and the development of enantioselective synthesis methods.

Upstream product

• 67-56-1 methanol 
• 17093-74-2 N-acetyl-DL-theanine 
• 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 
• 39994-75-7 threonine methyl ester hydrochloride 
• 186581-53-3 diazomethane 

Relevant academic research and scientific papers

ASYMMETRIC SYNTHESIS. PRACTICAL PRODUCTION OF D AND L THREONINE. DYNAMIC KINETIC RESOLUTION IN RHODIUM AND RUTHENIUM CATALYZED HYDROGENATION OF 2-ACYLAMINO-3-OXOBUTYRATES.

Enantioselective syntheses of D and L threonine are described.Racemic methyl and ethyl 2-acylamino-3-oxobutyrate 1 were synthesized from the corresponding acetoacetates 6 and then hydrogenated stereoselectively via dynamic kinetic resolution with various chiral P * P Rh(I) 8 and Ru(II) 10 catalysts to give syn optically active alcohols which could be converted by hydrolysis and treatment with propylene oxide into threonine.The best results were obtained using (-) CHIRAPHOS Ru and (+) BINAP Ru as catalysts, in the hydrogenation step leading respectively to D threonine (ee : 99percent) and L threonine (ee : 94percent) in 26-34percent overall yields.

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.

Applications of 1-Alkoxycarbonyl- and 1-Acyl-v-triazolopyridines as Acylating Reagents

Selective N-protection of hydroxyamino esters has been readily achieved using 1-alkoxycarbonyl- or 1-acyl-v-triazolopyridines.The amide-type triazolides reacted with alcohols in the presence of DBU at room temperature to afford in high yields the corresponding esters.The different reactivity of 1- and 3-alkoxycarbonyl derivatives of the title bicyclic system toward primary amines has been further investigated.