Molecular structure of Ethyl cis-3-bromoacrylate, CAS Number: 31930-34-4
Ethyl cis-3-bromoacrylate (CAS 31930-34-4)
Alternate Names:
cis-3-Bromoacrylic Acid Ethyl Ester
CAS Number:
31930-34-4
Molecular Weight:
179.01
Molecular Formula:
C5H7BrO2
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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A building block for stereoselectively preparing cis-2-enoates. Ethyl cis-3-bromoacrylate is a nucleoside analogue, used for the synthesis of adenosine and uridine. It is a stereoselective nucleophilic addition reagent, specifically reacting with alkyl halides that exhibit electron deficiency. The reaction follows a two-step process involving the intermediate desilylation of the alkyl bromide. Initially, the acrylate group engages in a nucleophilic attack on the alkyl group, followed by the release of bromide ion from the double bond and subsequent substitution by the ethyl group. Ethyl cis-3-bromoacrylate shows hydrolase activity against a range of ester substrates and conjugated analogues in vitro.
Ethyl cis-3-bromoacrylate (CAS 31930-34-4) References
- In vivo oxidative metabolism of a major peroxidation-derived DNA adduct, M1dG. | Otteneder, MB., et al. 2006. Proc Natl Acad Sci U S A. 103: 6665-9. PMID: 16614064
- 'One-pot' syntheses of malondialdehyde adducts of nucleosides. | Szekely, J., et al. 2008. Nucleosides Nucleotides Nucleic Acids. 27: 103-9. PMID: 18205065
- Selection of monoclonal antibodies against 6-oxo-M(1)dG and their use in an LC-MS/MS assay for the presence of 6-oxo-M(1)dG in vivo. | Akingbade, D., et al. 2012. Chem Res Toxicol. 25: 454-61. PMID: 22211372
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| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
Ethyl cis-3-bromoacrylate, 1 g | sc-252800 | 1 g | $229.00 |