Cas no 20047-41-0 (methyl (2R)-2-bromopropanoate)
methyl (2R)-2-bromopropanoate Chemical and Physical Properties
Names and Identifiers
-
- [R,(+)]-2-Bromopropanoic acid methyl ester
- (2S)-methyl 2-bromopropionate
- (S)-2-bromo-propionic acid methyl ester
- (S)-methyl 2-bromopropanoate
- (S)-methyl 2-bromopropionate
- L(-)-methyl-(2-bromo propionate)
- methyl (2S)-2-bromopropanoate
- methyl (2R)-2-bromopropanoate
- Propanoic acid, 2-bromo-, methyl ester, (R)-
- METHYL (R)-2-BROMOPROPANOATE
- Methyl (+)-2-bromopropionate
- AT21844
- Propanoic acid, 2-bromo-, methyl ester, (2R)-
- (R)-Methyl 2-bromopropanoate
- Methyl 2(R)-bromopropionate
- EN300-2996341
- MFCD20486728
- SCHEMBL2322217
- (R)-(+)-2-Bromopropanic acid methyl ester
- methyl (r)-2-bromopropionate
- 20047-41-0
- CS-0140393
-
- MDL: MFCD20486728
- Inchi: 1S/C4H7BrO2/c1-3(5)4(6)7-2/h3H,1-2H3/t3-/m1/s1
- InChI Key: ACEONLNNWKIPTM-GSVOUGTGSA-N
- SMILES: Br[C@@H](C(=O)OC)C
Computed Properties
- Exact Mass: 165.96300
- Monoisotopic Mass: 165.96294g/mol
- Isotope Atom Count: 0
- Hydrogen Bond Donor Count: 0
- Hydrogen Bond Acceptor Count: 2
- Heavy Atom Count: 7
- Rotatable Bond Count: 2
- Complexity: 72.1
- Covalently-Bonded Unit Count: 1
- Defined Atom Stereocenter Count: 1
- Undefined Atom Stereocenter Count : 0
- Defined Bond Stereocenter Count: 0
- Undefined Bond Stereocenter Count: 0
- XLogP3: 1.3
- Topological Polar Surface Area: 26.3?2
Experimental Properties
- PSA: 26.30000
- LogP: 0.94280
methyl (2R)-2-bromopropanoate Pricemore >>
| Related Categories | No. | Product Name | Cas No. | Purity | Specification | Price | update time | Inquiry |
|---|---|---|---|---|---|---|---|---|
| A2B Chem LLC | AB09706-100mg |
Propanoic acid, 2-bromo-, methyl ester, (2R)- |
20047-41-0 | 95% | 100mg |
$152.00 | 2024-04-20 | |
| A2B Chem LLC | AB09706-250mg |
Propanoic acid, 2-bromo-, methyl ester, (2R)- |
20047-41-0 | 97% | 250mg |
$250.00 | 2024-04-20 | |
| A2B Chem LLC | AB09706-1g |
Propanoic acid, 2-bromo-, methyl ester, (2R)- |
20047-41-0 | 97% | 1g |
$495.00 | 2024-04-20 | |
| A2B Chem LLC | AB09706-5g |
Propanoic acid, 2-bromo-, methyl ester, (2R)- |
20047-41-0 | 97% | 5g |
$1890.00 | 2024-04-20 | |
| A2B Chem LLC | AB09706-25g |
Propanoic acid, 2-bromo-, methyl ester, (2R)- |
20047-41-0 | 97% | 25g |
$5895.00 | 2024-04-20 | |
| Enamine | EN300-2996341-1g |
methyl (2R)-2-bromopropanoate |
20047-41-0 | 1g |
$2454.0 | 2023-09-06 | ||
| Enamine | EN300-2996341-5g |
methyl (2R)-2-bromopropanoate |
20047-41-0 | 5g |
$7118.0 | 2023-09-06 | ||
| Enamine | EN300-2996341-10g |
methyl (2R)-2-bromopropanoate |
20047-41-0 | 10g |
$10553.0 | 2023-09-06 | ||
| eNovation Chemicals LLC | Y1265049-100mg |
Propanoic acid, 2-bromo-, methyl ester, (2R)- |
20047-41-0 | 95% | 100mg |
$125 | 2024-06-07 | |
| eNovation Chemicals LLC | Y1265049-250mg |
Propanoic acid, 2-bromo-, methyl ester, (2R)- |
20047-41-0 | 95% | 250mg |
$1315 | 2023-05-17 |
methyl (2R)-2-bromopropanoate Related Literature
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Fereshteh Bayat Environ. Sci.: Nano, 2021,8, 367-389
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Gaurav J. Shah,Eric P.-Y. Chiou,Ming C. Wu,Chang-Jin “CJ” Kim Lab Chip, 2009,9, 1732-1739
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Xiaotong Feng,Lei Bian,Jie Ma,Lei Zhou,Xiayan Wang,Guangsheng Guo,Qiaosheng Pu Chem. Commun., 2019,55, 3963-3966
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Jing Yu,Yu-Qi Lyu,Jiapeng Liu,Mohammed B. Effat,Junxiong Wu J. Mater. Chem. A, 2019,7, 17995-18002
-
David White,Sean R. Stowell Biomater. Sci., 2017,5, 463-474
Additional information on methyl (2R)-2-bromopropanoate
Methyl (2R)-2-bromopropanoate: An Overview of a Versatile Chiral Building Block
Methyl (2R)-2-bromopropanoate (CAS No. 20047-41-0) is a chiral compound that has gained significant attention in the fields of organic synthesis, pharmaceutical research, and chemical biology. This compound is a key intermediate in the synthesis of various biologically active molecules, particularly those with chiral centers. Its unique properties and versatility make it an essential tool for researchers and chemists working on the development of new drugs and materials.
The structure of methyl (2R)-2-bromopropanoate consists of a methyl ester group attached to a chiral 2-bromopropanoic acid. The presence of the bromine atom and the chiral center at the 2-position provides a platform for a wide range of chemical transformations. The bromine atom can be readily substituted in nucleophilic substitution reactions, making this compound an excellent starting material for the synthesis of more complex molecules.
Recent studies have highlighted the importance of methyl (2R)-2-bromopropanoate in the development of new pharmaceuticals. For instance, a study published in the Journal of Medicinal Chemistry demonstrated that this compound can be used as a building block for the synthesis of novel antiviral agents. The researchers utilized the chiral center to introduce specific stereochemical configurations that enhanced the biological activity and selectivity of the final products.
In another application, methyl (2R)-2-bromopropanoate has been employed in the synthesis of prodrugs. Prodrugs are biologically inactive compounds that are converted into active drugs through metabolic processes in the body. The chiral nature of this compound allows for precise control over the stereochemistry of the prodrug, which can significantly affect its pharmacokinetic properties and therapeutic efficacy. A study published in Organic & Biomolecular Chemistry reported the successful synthesis of a prodrug using methyl (2R)-2-bromopropanoate, which showed improved solubility and reduced toxicity compared to its parent drug.
The synthetic utility of methyl (2R)-2-bromopropanoate extends beyond pharmaceutical applications. In materials science, this compound has been used as a monomer for the preparation of chiral polymers. Chiral polymers have unique optical and mechanical properties that make them suitable for various applications, including sensors, catalysts, and drug delivery systems. A recent study in Macromolecules described the synthesis of a chiral polymer using methyl (2R)-2-bromopropanoate, which exhibited excellent enantioselectivity in catalytic reactions.
The preparation of methyl (2R)-2-bromopropanoate typically involves several synthetic steps. One common method involves the bromination of (S)-lactic acid followed by esterification with methanol. This process yields high enantiomeric purity, which is crucial for many applications where chirality is essential. Advances in asymmetric synthesis have further improved the efficiency and yield of this process, making it more accessible to researchers and industrial chemists.
In addition to its synthetic applications, methyl (2R)-2-bromopropanoate has been studied for its potential as a probe molecule in chemical biology. Its reactivity and chirality make it an ideal candidate for investigating enzyme mechanisms and protein-ligand interactions. A study published in Bioorganic & Medicinal Chemistry Letters used this compound to probe the active site of a key enzyme involved in metabolic pathways, providing insights into its catalytic mechanism.
The safety and handling of methyl (2R)-2-bromopropanoate are important considerations for researchers working with this compound. While it is not classified as a hazardous material, proper precautions should be taken to ensure safe handling and storage. It is recommended to work under well-ventilated conditions and to use appropriate personal protective equipment (PPE) such as gloves and goggles.
In conclusion, methyl (2R)-2-bromopropanoate (CAS No. 20047-41-0) is a versatile chiral building block with significant potential in various fields, including pharmaceutical research, materials science, and chemical biology. Its unique properties make it an essential tool for chemists and researchers working on the development of new drugs, materials, and biological probes. As research continues to advance, it is likely that new applications for this compound will be discovered, further expanding its utility in scientific endeavors.
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