Cas no 63814-74-4 ((3R)-2-methylpentan-3-ol)

(3R)-2-methylpentan-3-ol structure
(3R)-2-methylpentan-3-ol structure
Product Name:(3R)-2-methylpentan-3-ol
CAS No:63814-74-4
MF:C6H14O
MW:102.174762248993
CID:4091382
PubChem ID:6999801
Update Time:2025-07-18

(3R)-2-methylpentan-3-ol Chemical and Physical Properties

Names and Identifiers

    • 3-Pentanol, 2-methyl-, (3R)-
    • (3R)-2-methylpentan-3-ol
    • (+)-2-Methyl-3-pentanol
    • 2-Methyl-3-pentanol, (+)-
    • ISTJMQSHILQAEC-ZCFIWIBFSA-N
    • SCHEMBL777265
    • (+)-4-Methyl-3-pentanol
    • 63814-74-4
    • 2-Methyl-3-pentanol, (R)-
    • VX8R3UYA62
    • EN300-1663752
    • UNII-VX8R3UYA62
    • (3r)-2-methyl-3-pentanol
    • AKOS020851310
    • (r)-2-methyl-3-pentanol
    • Inchi: 1S/C6H14O/c1-4-6(7)5(2)3/h5-7H,4H2,1-3H3/t6-/m1/s1
    • InChI Key: ISTJMQSHILQAEC-ZCFIWIBFSA-N
    • SMILES: CC(C)[C@H](O)CC

Computed Properties

  • Exact Mass: 102.104465066Da
  • Monoisotopic Mass: 102.104465066Da
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 7
  • Rotatable Bond Count: 2
  • Complexity: 41.4
  • 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: 1.8
  • Topological Polar Surface Area: 20.2?2

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(3R)-2-methylpentan-3-ol Related Literature

Additional information on (3R)-2-methylpentan-3-ol

Comprehensive Overview of (3R)-2-Methylpentan-3-ol (CAS No. 63814-74-4)

(3R)-2-Methylpentan-3-ol, with the CAS number 63814-74-4, is a chiral alcohol that has garnered significant attention in the fields of organic synthesis, pharmaceuticals, and chemical biology. This compound is characterized by its unique stereochemistry and versatile reactivity, making it an essential building block in the synthesis of various bioactive molecules and pharmaceutical intermediates.

The chemical structure of (3R)-2-Methylpentan-3-ol consists of a five-carbon chain with a methyl group attached to the second carbon and a hydroxyl group at the third carbon. The (R) configuration at the third carbon is crucial for its biological activity and reactivity in synthetic transformations. This chiral center imparts enantiomeric purity, which is often necessary for pharmaceutical applications where enantiomeric selectivity can significantly influence drug efficacy and safety.

In recent years, (3R)-2-Methylpentan-3-ol has been extensively studied for its potential applications in the development of new drugs. One notable area of research involves its use as a precursor in the synthesis of chiral ligands and catalysts. These ligands and catalysts play a pivotal role in asymmetric synthesis, enabling the efficient production of enantiomerically pure compounds. For instance, a study published in the Journal of Organic Chemistry demonstrated that (3R)-2-Methylpentan-3-ol can be used to synthesize highly active chiral phosphine ligands, which are essential for catalyzing asymmetric hydrogenation reactions.

Beyond its role in organic synthesis, (3R)-2-Methylpentan-3-ol has also shown promise in the field of medicinal chemistry. Researchers have explored its potential as a scaffold for developing new therapeutic agents. A recent study in the European Journal of Medicinal Chemistry reported that derivatives of (3R)-2-Methylpentan-3-ol exhibit potent anti-inflammatory properties, making them potential candidates for treating inflammatory diseases such as rheumatoid arthritis and inflammatory bowel disease.

The biological activity of (3R)-2-Methylpentan-3-ol is not limited to anti-inflammatory effects. Another area of interest is its potential as an antiviral agent. A study published in Antiviral Research found that certain derivatives of this compound can inhibit the replication of several viruses, including influenza and herpes simplex virus. This finding opens up new avenues for developing antiviral drugs that target viral replication mechanisms.

In addition to its pharmaceutical applications, (3R)-2-Methylpentan-3-ol has been investigated for its use in chemical biology research. Its chiral nature makes it an excellent tool for studying protein-ligand interactions and enzyme catalysis. For example, researchers have used this compound to probe the binding sites of specific enzymes, providing valuable insights into their mechanisms of action. This information can be leveraged to design more effective inhibitors or activators for therapeutic purposes.

The synthesis of (3R)-2-Methylpentan-3-ol has been optimized through various methods to ensure high yields and enantiomeric purity. One common approach involves the asymmetric reduction of ketones using chiral catalysts or enzymes. A recent study in Chemical Communications described a novel enzymatic method that achieved high enantioselectivity and yield, making it suitable for large-scale production.

The safety profile of (3R)-2-Methylpentan-3-ol is another important consideration for its practical applications. Extensive toxicological studies have shown that this compound is generally well-tolerated at therapeutic doses, with minimal side effects. However, as with any chemical compound, proper handling and storage protocols should be followed to ensure safety in laboratory settings.

In conclusion, (3R)-2-Methylpentan-3-ol (CAS No. 63814-74-4) is a versatile and important compound with a wide range of applications in organic synthesis, pharmaceuticals, and chemical biology. Its unique stereochemistry and reactivity make it an invaluable tool for researchers working on new drug development and chemical biology studies. As research continues to advance, it is likely that new applications and derivatives of this compound will emerge, further expanding its utility in various scientific fields.

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