tert-Butyl (2R)-2-methyl-4-oxopiperidine-1-carboxylate

CAS No. 790667-43-5
Cat. No. CS-0048644
Purity≥97%
MDL No.None

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tert-Butyl (2R)-2-methyl-4-oxopiperidine-1-carboxylate|CS-0048644

Structure of 790667-43-5

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Description

tert-Butyl (2R)-2-methyl-4-oxopiperidine-1-carboxylate is a chiral piperidine derivative featuring a bench-stable carbamate protecting group and a ketone at the 4-position. This configuration enables direct incorporation into asymmetric synthesis workflows, where the rigid, electron-deficient piperidine scaffold facilitates stereoselective transformations. The tert-butyl moiety ensures facile deprotection under mild acidic conditions, streamlining access to functionalized amine intermediates in medicinal chemistry and peptide analog development.

Application

tert-Butyl (2R)-2-methyl-4-oxopiperidine-1-carboxylate serves as a versatile chiral building block for the synthesis of bioactive piperidine derivatives. Its bench-stable tert-butyl carbamate group enables straightforward deprotection under mild acidic conditions, while the 4-oxo functionality supports efficient reductive amination and nucleophilic addition reactions. The (2R)-methyl stereochemistry provides defined stereocontrol in downstream transformations, facilitating access to pharmaceutically relevant scaffolds with high diastereoselectivity.

General Information

CAS No. 790667-43-5
Cat. No. CS-0048644
Purity ≥97%
MDL No. None
Storage RT, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₁₉NO₃
Molecular Weight 213.27
Synonym(s) 1-Piperidinecarboxylicacid, 2-methyl-4-oxo-, 1,1-dimethylethyl ester, (2R)-
SMILES C[C@@H]1CC(=O)CCN1C(=O)OC(C)(C)C

Computational Chemistry Data

TPSA 46.61
LogP 1.9749
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 0

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-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Other Classifications

Building Blocks Skeleton Aliphatic heterocycle compounds Piperidine compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

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tert-Butyl (2R)-2-methyl-4-oxopiperidine-1-carboxylate

CAS No. 790667-43-5

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