(S)-2-(1-(tert-Butoxycarbonyl)piperidin-2-yl)acetic acid

Name: (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

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(S)-2-(1-(tert-Butoxycarbonyl)piperidin-2-yl)acetic acid|CS-0154712

Structure of 159898-10-9

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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.

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

Computational Chemistry Data

TPSA 66.84
LogP 2.2507
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 2

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P280-P302+P352

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Other Classifications

Building Blocks Functional Group Carboxylic Acid

Building Blocks Skeleton Aliphatic heterocycle compounds Piperidine compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Key Words

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(S)-2-(1-(tert-Butoxycarbonyl)piperidin-2-yl)acetic acid

CAS No. 159898-10-9

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