Lot numbers can be found on the outside label of a product:
(S)-Methyl 3-hydroxypentanoate
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CAS No. 42558-50-9
- Cat. No. CS-W013416
- Purity≥97%
- MDL No.MFCD00216722
*For research and further manufacturing use only, not for direct human use.
Structure of 42558-50-9
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General Information
- CAS No. 42558-50-9
- Cat. No. CS-W013416
- Purity ≥97%
- MDL No. MFCD00216722
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₆H₁₂O₃
- Molecular Weight 132.16
- Synonym(s) METHYL L-(S)-3-HYDROXYPENTANOATE
- SMILES CC[C@H](O)CC(OC)=O
Description
(S)-Methyl 3-hydroxypentanoate is a chiral building block featuring a stereodefined hydroxyl group and ester functionality. This bench-stable compound integrates readily into asymmetric synthesis workflows, serving as a key intermediate for bioactive molecule construction through selective functionalization at the C3 position.
Application
(S)-Methyl 3-hydroxypentanoate serves as a valuable chiral building block in asymmetric synthesis, enabling stereoselective transformations through its well-defined (S)-configuration at the C3 position. The molecule features a primary ester group and a secondary alcohol, offering orthogonal functional handles for selective derivatization. Its bench-stable nature and compatibility with standard coupling and protection protocols make it suitable for use in medicinal chemistry and natural product synthesis workflows.
Synthesis
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Route1
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In-stock
30414-53-0 - ~99%
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In-stock
42558-50-9
References
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Pye, Philip J.; Rossen, Kai; Reamer, Robert A.; Volante; Reider, Paul J. Tetrahedron Letters, 1998 , vol. 39, # 25 p. 4441 - 4444
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Route2
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In-stock
30414-53-0
- ~72%
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In-stock
42558-50-9
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In-stock
42558-50-9
References
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Ushio, Kazutoshi; Inouye, Kiyoko; Nakamura, Kaoru; Oka, Shinzaburo; Ohno, Atsuyoshi Tetrahedron Letters, 1986 , vol. 27, # 23 p. 2657 - 2660
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Route3
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95338-08-2 - ~87%
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In-stock
42558-50-9
References
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Mori, Kenji; Ikunaka, Masaya Tetrahedron, 1984 , vol. 40, # 18 p. 3471 - 3480
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Safety Information
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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 46.53
- LogP 0.3204
- H_Acceptors 3
- H_Donors 1
- Rotatable_Bonds 3
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Key Words
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