(R)-1-(tert-Butoxycarbonyl)-4-oxopiperidine-2-carboxylic acid

Name: (R)-1-(tert-Butoxycarbonyl)-4-oxopiperidine-2-carboxylic acid
Brand: ChemScene
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CAS No. 1212176-33-4
Cat. No. CS-0046186
Purity≥96%
MDL No.None

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(R)-1-(tert-Butoxycarbonyl)-4-oxopiperidine-2-carboxylic acid|CS-0046186

Structure of 1212176-33-4

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General Information

CAS No. 1212176-33-4
Cat. No. CS-0046186
Purity ≥96%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₁₇NO₅
Molecular Weight 243.26
Synonym(s) (R)-1-Boc-4-oxopiperidine-2-carboxylic acid
SMILES O=C([C@@H](C1)N(C(OC(C)(C)C)=O)CCC1=O)O

Description

This chiral piperidine derivative features a protected amine and a ketone-functionalized ring, enabling direct incorporation into peptide synthesis workflows. The tert-butoxycarbonyl group ensures stability during manipulations, while the 4-oxo and carboxylic acid moieties provide dual handles for orthogonal coupling strategies in medicinal chemistry applications.

Application

(R)-1-(tert-Butoxycarbonyl)-4-oxopiperidine-2-carboxylic acid serves as a versatile chiral building block in the synthesis of bioactive heterocycles and peptidomimetics. Its protected amine and ketone functionalities enable sequential transformations, including reductive amination and nucleophilic addition, with high stereocontrol. The tert-butyl carbamate group provides bench stability and facilitates straightforward deprotection under mild acidic conditions, enhancing utility in iterative synthesis workflows.

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 : H319
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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Computational Chemistry Data

TPSA 83.91
LogP 1.0396
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Carboxylic Acid

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Aliphatic heterocycle compounds Piperidine compounds

Key Words

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(R)-1-(tert-Butoxycarbonyl)-4-oxopiperidine-2-carboxylic acid

CAS No. 1212176-33-4

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