(2S)-tert-Butyl 3-cyano-2-methyl-4-oxopiperidine-1-carboxylate

Name: (2S)-tert-Butyl 3-cyano-2-methyl-4-oxopiperidine-1-carboxylate
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CAS No. 2212021-56-0
Cat. No. CS-0312265
Purity≥98%
MDL No.MFCD32856687

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(2S)-tert-Butyl 3-cyano-2-methyl-4-oxopiperidine-1-carboxylate|CS-0312265

Structure of 2212021-56-0

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General Information

CAS No. 2212021-56-0
Cat. No. CS-0312265
Purity ≥98%
MDL No. MFCD32856687
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₁₈N₂O₃
Molecular Weight 238.29
Synonym(s) None
SMILES O=C(N1[C@@H](C)C(C#N)C(CC1)=O)OC(C)(C)C

Description

This chiral piperidine derivative features a tert-butyl carbamate protecting group and a cyano-substituted methyl moiety, enabling straightforward functionalization at the 3-position. The molecule exhibits excellent stability under standard bench conditions and facilitates efficient access to complex nitrogen-containing scaffolds in medicinal chemistry applications.

Application

(2S)-tert-Butyl 3-cyano-2-methyl-4-oxopiperidine-1-carboxylate serves as a versatile chiral building block for the synthesis of pyrrolidine and piperidine-based scaffolds. The molecule features a sterically hindered tertiary amine center, a masked aldehyde equivalent via the cyano group, and a carbonyl at C4, enabling diverse transformations including reductive amination, nucleophilic addition, and cyclization reactions. Its bench-stable nature and compatibility with standard protecting group manipulations make it ideal for medicinal chemistry campaigns requiring stereocontrolled access to nitrogen-containing heterocycles.

Safety Information

Download SDS

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 70.4
LogP 1.72458
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Cyanide/Nitrile

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Aliphatic heterocycle compounds Piperidine compounds

Drug Discovery Metabolic Disease GLP-1R

Key Words

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(2S)-tert-Butyl 3-cyano-2-methyl-4-oxopiperidine-1-carboxylate

CAS No. 2212021-56-0

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