98190-85-3

Usage

Uses

Used in Chemical Synthesis:
(S)-(-)-3-BROMOISOBUTYRIC ACID METHYL ESTER is used as a starting material for the preparation of biologically significant compounds, such as 3-[(2H-1,2,4-benzothiadiazine-1,1-dioxide-3-yl)thio]-2-methylpropanoic acids. These compounds have potential applications in the pharmaceutical industry due to their unique chemical properties and potential biological activities.
Used in Research and Development:
In the field of research, (S)-(-)-3-BROMOISOBUTYRIC ACID METHYL ESTER serves as a reference substrate in the alkylation reactions of vitamin B12 derivatives. This application is crucial for understanding the reactivity and selectivity of these reactions, which can provide insights into the development of new synthetic methods and the discovery of novel compounds with potential applications in various industries.
Used in Pharmaceutical Industry:
(S)-(-)-3-BROMOISOBUTYRIC ACID METHYL ESTER is used as an intermediate in the synthesis of pharmaceutical compounds. Its unique structure and reactivity make it a valuable building block for the development of new drugs with improved efficacy and selectivity.
Used in Analytical Chemistry:
(S)-(-)-3-BROMOISOBUTYRIC ACID METHYL ESTER can also be used as a chiral reference standard in analytical chemistry. Its distinct (S)-configuration allows for the accurate determination of enantiomeric purity and the study of stereoselective reactions, which are essential for the development of enantiomerically pure compounds with specific biological activities.

InChI:InChI=1/C5H9BrO2/c1-4(3-6)5(7)8-2/h4H,3H2,1-2H3/t4-/m1/s1

Upstream product

• 80657-57-4 3-hydroxy-(2S)-methylpropionate 
• 20609-71-6 3-bromo-2-methyl-propionic acid methyl ester 
• 72657-23-9 methyl (R)-3-hydroxy-2-methylpropionate 
• 753016-42-1 ((S)-1-Methoxy-2-methyl-cyclopropoxy)-trimethyl-silane 

Downstream Products

• 1255528-47-2 C₂₆H₃₂ClN₂O₄⁽¹⁺⁾*I^(1-) 
• 1225483-54-4 C₃₀H₃₂ClN₂O₅⁽¹⁺⁾*I^(1-) 
• 1225483-59-9 C₃₀H₃₃N₂O₂⁽¹⁺⁾*I^(1-) 

Relevant academic research and scientific papers

Efficient procedures to prepare primary and secondary alkyl halides from alkanols via the corresponding sulfonates under mild conditions

The study presented herein shows that sulfonate/halide exchange can be advantageously performed in THF to avoid several side reactions such as elimination and epimerization when the reaction is performed from a chiral alkyl sulfonate or a substrate having a C-H acidic chiral center. The main limitation of this procedure was found to be the conversion of secondary alkyl sulfonates to alkyl chlorides. In this case, the addition of a catalytic amount of manganese chloride clearly accelerates the rate and the efficiency of the reaction. Copyright

Enantioselectivity of haloalkane dehalogenases and its modulation by surface loop engineering

In the loop: Engineering of the surface loop in haloalkane dehalogenases affects their enantiodiscrimination behavior. The temperature dependence of the enantioselectivity (lnE versus 1/T) of β-bromoalkanes by haloalkane dehalogenases is reversed (red data points) by deletion of the surface loop; the selectivity switches back when an additional single-point mutation is made. This behavior is not observed for -bromoesters.

CHIRAL ZINC HOMOENOLATE OF METHYL ISOBUTYRATE. A NEW BUILDING BLOCK FOR THE SYNTHESIS OF CHIRAL α-METHYLESTERS

Chiral homoenolate of methyl isobutyrate prepared in a few steps from optically active methyl β-hydroxy isobutyrate reacts with carbon electrophiles to give chiral α-methyl esters.