Lot numbers can be found on the outside label of a product:
(S)-Methyl 2-hydroxy-3-methylbutanoate
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CAS No. 24347-63-5
- Cat. No. CS-0186193
- Purity≥95%
- MDL No.None
*For research and further manufacturing use only, not for direct human use.
Structure of 24347-63-5
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General Information
- CAS No. 24347-63-5
- Cat. No. CS-0186193
- Purity ≥95%
- MDL No. None
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₆H₁₂O₃
- Molecular Weight 132.16
- Synonym(s) 2-(S)-Hydroxy-3-Methylbutyric Acid Methyl Ester
- SMILES CC(C)[C@@H](C(=O)OC)O
Description
(S)-Methyl 2-hydroxy-3-methylbutanoate is a chiral ester featuring a hydroxyl group adjacent to a quaternary carbon center. This configuration imparts distinct stereochemical control in asymmetric synthesis, enabling selective functionalization in complex molecule assembly. The molecule demonstrates robust stability under standard bench conditions and integrates seamlessly into cascade reactions requiring precise spatial orientation.
Application
(S)-Methyl 2-hydroxy-3-methylbutanoate serves as a valuable chiral building block in asymmetric synthesis, leveraging its hydroxyl and ester functionalities for downstream derivatization. The molecule exhibits bench stability and facilitates stereoselective transformations, including protection, oxidation, and coupling reactions, enabling efficient access to complex chiral intermediates. Its well-defined stereochemistry supports reproducible outcomes in medicinal chemistry and natural product synthesis workflows.
Synthesis
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Route1
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67-56-1 -
In-stock
17407-55-5 - ~84%
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In-stock
24347-63-5
References
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Ewing, William R.; Harris, Bruce D.; Li, Wen-Ren; Joullie, Madeleine M. Tetrahedron Letters, 1989 , vol. 30, # 29 p. 3757 - 3760
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Route2
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67-56-1
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18667-97-5 - ~94%
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In-stock
24347-63-5
References
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Poterala, Marcin; Plenkiewicz, Jan Tetrahedron Asymmetry, 2011 , vol. 22, # 3 p. 294 - 299
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Route3
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In-stock
17407-55-5
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77-76-9
- ~26%
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In-stock
24347-63-5
References
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Tranzyme Pharma Inc. Patent: US2008/194672 A1, 2008 ; Location in patent: Page/Page column 49-50 ; US 20080194672 A1
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS07
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Signal Word : Warning
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : H302-H315-H319-H335
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Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 46.53
- LogP 0.1763
- H_Acceptors 3
- H_Donors 1
- Rotatable_Bonds 2
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Key Words
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