Methyl (3R)-3-hydroxypentanoate (CAS 60793-22-8): High-Purity Chiral Building Block
In the landscape of modern medicinal chemistry and asymmetric synthesis,
the precision of chiral intermediates defines the efficacy of the final
molecule. Finetech Industry Limited proudly offers high-quality Methyl
(3R)-3-hydroxypentanoate (Catalog No: FT-0695091), a versatile
chiral building block utilized in the total synthesis of complex natural
products and pharmaceutical agents.
Technical Specifications
|
Parameter |
Details |
|
Chemical Name |
Methyl
(3R)-3-hydroxypentanoate |
|
Synonyms |
(-)-Methyl
(R)-3-hydroxyvalerate; (R)-3-Hydroxy-n-valeric acid methyl ester |
|
CAS Number |
|
|
Molecular
Formula |
C6H12O3 |
|
Molecular Weight |
132.16 g/mol |
|
Assay |
≥ 98% |
|
Optical Purity |
High
Enantiomeric Excess |
Physical and Chemical Properties
Methyl (3R)-3-hydroxypentanoate is a colorless to pale yellow transparent
liquid. It features a β-hydroxy ester framework with a defined stereocenter at
the C3 position.
- Solubility: Highly soluble in organic solvents such as
ethanol, methanol, chloroform, and ethyl ether; slightly soluble in water.
- Reactivity: The bifunctional nature of the
molecule—containing both a secondary hydroxyl group and an ester
group—allows for diverse chemical transformations including
protection/deprotection, transesterification, and nucleophilic
substitution.
Key Applications & Research Utility
1. Pharmaceutical Intermediate & Drug Discovery
This compound serves as a critical chiral synthon for the synthesis of beta-lactam
antibiotics, macrolides, and various enzyme inhibitors. Its R-configuration
is essential for maintaining the biological stereospecificity required in
drug-receptor interactions.
2. Biopolymer & Materials Science
In the field of biotechnology, (R)-3-hydroxyvalerate derivatives are
fundamental components in the study of Polyhydroxyalkanoates (PHAs).
These biodegradable polymers are at the forefront of sustainable materials
research, used in medical sutures and controlled-release drug delivery systems.
3. Asymmetric Synthesis
Researchers utilize this ester as a starting material for the
Fráter-Seebach alkylation, allowing for the creation of 1,3-diols with multiple
contiguous stereocenters.
Scientific Literature & Citations
The synthesis and application of β-hydroxy pentanoates
are well-documented in high-impact journals. For instance, the methodology for
stereoselective reduction ofβ-keto esters to obtain the (R)-enantiomer was
pioneered by Fráter (1979) in Helvetica Chimica Acta,
establishing this molecule as a cornerstone for synthesizing pheromones and
muscone derivatives.
Key References:
·
Frater, G. (1979).
Stereospecific synthesis of (+)-(R)-muscone from (R)-3-hydroxy-5-hexenoate.
Helvetica Chimica Acta, 62(8), 2825-2828.
·
Seebach, D., et
al. (1987). Synthesis of chiral building blocks for polymers.
Why Partner with Finetech Industry Limited?
As a leading supplier of fine chemicals, Finetech Industry Limited
ensures that every batch of Methyl (3R)-3-hydroxypentanoate meets the
highest global standards:
- Analytical Excellence: Each product is accompanied by a comprehensive
Certificate of Analysis (CoA), including H-NMR to verify structural
integrity and purity.
- Scalable
Supply: From milligram-scale
R&D samples to multi-kilogram industrial quantities, we support your
project at every stage.
- Global
Logistics: Efficient shipping
protocols ensure that moisture-sensitive and high-purity chemicals reach
your laboratory in optimal condition.
- Keywords: Methyl (3R)-3-hydroxypentanoate,
CAS 60793-22-8, Methyl (R)-3-hydroxyvalerate.
Chiral synthons, pharmaceutical intermediates, buy Methyl
(3R)-3-hydroxypentanoate, asymmetric synthesis reagents.
Contact our sales team today for a competitive quote, MSDS documentation,
or technical consultation.
Contact Information
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