39701-84-3

Usage

Uses

Used in Organic Synthesis:
METHYL 2-(S)-ACETOXY-3-CARBOXYPROPANOATE is used as a key intermediate for the synthesis of various organic compounds. Its chemical structure allows it to be a versatile building block in the development of new molecules with potential applications in different industries.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, METHYL 2-(S)-ACETOXY-3-CARBOXYPROPANOATE is used as a starting material for the synthesis of various drug candidates. Its unique chemical properties enable the development of novel therapeutic agents with potential applications in treating various diseases and medical conditions.
Used in Chemical Research:
METHYL 2-(S)-ACETOXY-3-CARBOXYPROPANOATE is also used in chemical research as a model compound to study various reaction mechanisms and to develop new synthetic methodologies. Its reactivity and structural features make it an ideal candidate for exploring new chemical transformations and understanding the underlying principles of organic chemistry.
Used in Material Science:
In the field of material science, METHYL 2-(S)-ACETOXY-3-CARBOXYPROPANOATE can be used as a component in the development of new materials with specific properties. Its incorporation into polymers or other materials can lead to the creation of materials with enhanced characteristics, such as improved stability, reactivity, or selectivity.

Upstream product

• 67-56-1 methanol 
• 97-67-6 (S)-Malic acid 
• 75-36-5 acetyl chloride 
• 59025-03-5 (S)-acetoxysuccinic anhydride 

Downstream Products

• 56196-51-1 (S)-2-Acetoxy-heptanoic acid methyl ester 
• 201283-57-0 (2S,3S,3''S)-N-[3-(3-acetoxy-3-methoxycarbonylpropanethioamido)-3-t-butoxycarbonylpropanethioyl]azetidine-2-carboxylic acid t-butyl ester 
• 201283-56-9 (2S,3S,3''S)-N-[3-(3-acetoxy-3-methoxycarbonylpropanamido)-3-t-butoxycarbonylpropanoyl]azetidine-2-carboxylic acid t-butyl ester 
• 344299-89-4 (2S,3S,3''S)-N-[3-(3-acetoxy-3-methoxycarbonylpropylamino)-3-t-butoxycarbonylpropyl]azetidine-2-carboxylic acid t-butyl ester 
• 462129-00-6 dimethyl (2S)-2-(tert-butyldiphenylsilyloxy)-4,4-(propylenedithio)adipate 
• 865487-53-2 methyl (S)-2-acetoxy-4-oxo-5-phenylpentanoate 
• 865487-54-3 methyl (S)-2-hydroxy-4-oxo-5-phenylpentanoate 
• 5469-16-9 (3S)-hydroxy-γ-butyrolactone 

Relevant academic research and scientific papers

Synthesis of nature product kinsenoside analogues with anti-inflammatory activity

Kinsenoside is the major bioactive component from herbal medicine with a broad range of pharmacological functions. Goodyeroside A, an epimer of kinsenoside, remains less explored. In this report we chemically synthesized kinsenoside, goodyeroside A and their analogues with glycan variation, chirality inversion at chiral center(s), and bioisosteric replacement of lactone with lactam. Among these compounds, goodyeroside A and its mannosyl counterpart demonstrated superior anti-inflammatory efficacy. Furthermore, goodyeroside A was found to suppresses inflammatory through inhibiting NF-κB signal pathway, effectively. Structure-activity relationship is also explored for further development of more promising kinsenoside analogues as drug candidates.

Synthesis method of R-3-propyl-gamma-butyrolactone

The invention discloses a synthetic method of R-3-propyl-gamma-butyrolactone, and belongs to the technical field of organic synthesis. The method comprises the following steps: by taking D-malic acidas a raw material, performing monomethyl esterification, reduction, halogenation or sulfonic acid esterification, and finally coupling with a Grignard reagent under the catalysis of zinc chloride to obtain a brivaracetam intermediate that is the R-3-propyl-gamma-butyrolactone. The method has the advantages of cheap and easily available starting raw materials, good stereoselectivity, no need of chiral resolution, mild condition, short route and the like, and provides a feasible scheme for brivaracetam process research.

Efficient synthesis of kinsenoside and goodyeroside A by a chemo-enzymatic approach

Kinsenoside (1) and goodyeroside A (2), two naturally occurring stereoisomers with diverse biological activities, have been synthesized efficiently by a chemo-enzymatic approach with a total yield of 12.7%. The aglycones, (R)- and (S)-3-hydroxy-γ-butyrolactone, were prepared from D- and L-malic acid by a four-step chemical approach with a yield of 75%, respectively. These butyrolactones were then successfully glycosidated using β-D-glucosidase as a catalyst in a homogeneous organic-water system. Under the optimized enzymatic conditions, the yields of kinsenoside and goodyeroside A in the enzymatic steps both reached 16.8%.