Lot numbers can be found on the outside label of a product:
(R)-2-Hydroxy-3,3-dimethylbutanoic acid
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CAS No. 22146-57-2
- Cat. No. CS-0436719
- Purity≥98%
- MDL No.MFCD00211269
*For research and further manufacturing use only, not for direct human use.
Structure of 22146-57-2
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General Information
- CAS No. 22146-57-2
- Cat. No. CS-0436719
- Purity ≥98%
- MDL No. MFCD00211269
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₆H₁₂O₃
- Molecular Weight 132.16
- Synonym(s) (R)-Trimethyllactic acid
- SMILES CC(C)(C)[C@@H](O)C(O)=O
Description
(R)-2-Hydroxy-3,3-dimethylbutanoic acid features a chiral center at the 2-position and a sterically hindered tertiary carbon at C3, enhancing its metabolic stability. This configuration imparts favorable solubility in polar organic solvents and facilitates selective derivatization under mild conditions. The molecule serves as a key chiral building block for bioactive esters and pharmaceutical intermediates requiring defined stereochemistry.
Application
(R)-2-Hydroxy-3,3-dimethylbutanoic acid serves as a valuable chiral building block in asymmetric synthesis, offering a sterically hindered α-hydroxy acid motif with high diastereoselectivity in downstream transformations. Its bench-stable nature and compatibility with standard coupling protocols facilitate efficient incorporation into complex molecular architectures, including bioactive heterocycles and peptide mimetics.
Synthesis
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Route1
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In-stock
26782-71-8 - ~80%
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In-stock
22146-57-2
References
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Xu, Zhixiang; Yin, Wei; Martinelli, Leonardo K.; Evans, Joanna; Chen, Jinglei; Yu, Yang; Wilson, Daniel J.; Mizrahi, Valerie; Qiao, Chunhua; Aldrich, Courtney C. Bioorganic and Medicinal Chemistry, 2014 , vol. 22, # 5 p. 1726 - 1735
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Route2
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In-stock
815-17-8 - ~%
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In-stock
22146-57-2
References
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Tetrahedron, , vol. 47, # 43 p. 9019 - 9034
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Route3
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5333-74-4 - ~%
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In-stock
22146-57-2
References
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Journal of Organic Chemistry, , vol. 69, # 11 p. 3620 - 3627
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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-P330-P362+P364-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 57.53
- LogP 0.478
- H_Acceptors 2
- H_Donors 2
- Rotatable_Bonds 1
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Key Words
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