Lot numbers can be found on the outside label of a product:
(S)-2-(1-(tert-Butoxycarbonyl)piperidin-2-yl)acetic acid
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CAS No. 159898-10-9
- Cat. No. CS-0154712
- Purity≥97%
- MDL No.MFCD06656439
*For research and further manufacturing use only, not for direct human use.
Structure of 159898-10-9
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General Information
- CAS No. 159898-10-9
- Cat. No. CS-0154712
- Purity ≥97%
- MDL No. MFCD06656439
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₂H₂₁NO₄
- Molecular Weight 243.30
- Synonym(s) 2-[(2S)-1-[(2-methylpropan-2-yl)oxycarbonyl]piperidin-2-yl]acetic acid
- SMILES CC(C)(C)OC(=O)N1CCCC[C@H]1CC(=O)O
Description
This chiral building block features a protected piperidine moiety integrated with a carboxylic acid side chain, enabling direct incorporation into peptide and peptidomimetic architectures. The tert-butoxycarbonyl group provides robust protection under standard synthetic conditions, while the (S)-configuration ensures stereochemical fidelity in downstream transformations.
Application
(S)-2-(1-(tert-Butoxycarbonyl)piperidin-2-yl)acetic acid serves as a versatile chiral building block for the synthesis of bioactive molecules, enabling efficient access to piperidine-containing scaffolds. Its tert-butyl carbamate protection offers excellent bench stability and compatibility with standard peptide coupling protocols. The carboxylic acid functionality facilitates direct derivatization or activation for amide bond formation, while the stereogenic center ensures precise control in asymmetric synthesis. Functions effectively in multi-step sequences requiring orthogonal functional group handling.
Synthesis
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Route1
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In-stock
24424-99-5 -
64625-19-0 - ~86%
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In-stock
159898-10-9
References
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Morley, Christopher; Knight, David W.; Share, Andrew C. Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1994 , # 20 p. 2903 - 2908
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Route2
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183859-36-1 - ~%
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In-stock
159898-10-9
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813433-73-7
References
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Tetrahedron Asymmetry, , vol. 15, # 21 p. 3407 - 3412
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Route3
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In-stock
103639-57-2 - ~%
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In-stock
159898-10-9
References
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Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), , # 20 p. 2903 - 2908
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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-P280-P302+P352
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Quality Control
Computational Chemistry Data
- TPSA 66.84
- LogP 2.2507
- H_Acceptors 3
- H_Donors 1
- Rotatable_Bonds 2
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Key Words
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