Lot numbers can be found on the outside label of a product:
(2R,4S)-N-Boc-4-hydroxypiperidine-2-carboxylic acid methyl ester
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CAS No. 321744-26-7
- Cat. No. CS-W000270
- Purity≥97%
- MDL No.MFCD02259744
*For research and further manufacturing use only, not for direct human use.
Structure of 321744-26-7
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General Information
- CAS No. 321744-26-7
- Cat. No. CS-W000270
- Purity ≥97%
- MDL No. MFCD02259744
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₂H₂₁NO₅
- Molecular Weight 259.30
- Synonym(s) None
- SMILES O=C(OC(C)(C)C)N1[C@@H](C(OC)=O)C[C@@H](O)CC1
Description
This chiral building block features a Boc-protected piperidine core with a hydroxyl-bearing side chain, enabling direct incorporation into complex scaffolds. The methyl ester group facilitates selective derivatization, while the (2R,4S) stereochemistry ensures precise spatial control in asymmetric synthesis. Designed for robust handling and compatibility with standard peptide coupling protocols.
Application
(2R,4S)-N-Boc-4-hydroxypiperidine-2-carboxylic acid methyl ester serves as a versatile chiral building block for the synthesis of bioactive heterocycles and peptidomimetics. The Boc group provides orthogonal protection for the nitrogen, while the hydroxyl and ester functionalities enable selective transformations. Its stability under standard reaction conditions facilitates efficient functionalization, making it well-suited for medicinal chemistry campaigns requiring stereocontrolled access to piperidine-based scaffolds.
Synthesis
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Route1
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In-stock
24424-99-5 -
475504-31-5 - ~79%
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In-stock
321744-26-7
References
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Lloyd, Richard C.; Smith, Mark E. B.; Brick, Dean; Taylor, Stephen J. C.; Chaplin, David A.; McCague, Raymond Organic Process Research and Development, 2002 , vol. 6, # 6 p. 762 - 766
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Route2
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In-stock
24424-99-5
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211058-81-0 - ~%
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In-stock
321744-26-7
References
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Bioorganic and Medicinal Chemistry Letters, , vol. 8, # 11 p. 1419 - 1424
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Route3
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In-stock
127474-54-8 - ~%
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In-stock
321744-26-7
References
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Organic Process Research and Development, , vol. 6, # 6 p. 762 - 766
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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 76.07
- LogP 0.9198
- H_Acceptors 5
- H_Donors 1
- Rotatable_Bonds 1
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Key Words
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