(R)-tert-butyl 3-methyl-5-oxopiperidine-1-carboxylate

Name: (R)-tert-butyl 3-methyl-5-oxopiperidine-1-carboxylate
Brand: ChemScene
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CAS No. 1601475-90-4
Cat. No. CS-B0950
Molecule weight213.27
Purity≥95%
MDL No.MFCD29077667

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(R)-tert-butyl 3-methyl-5-oxopiperidine-1-carboxylate|CS-B0950

Structure of 1601475-90-4

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General Information

CAS No. 1601475-90-4
Cat. No. CS-B0950
Purity ≥95%
MDL No. MFCD29077667
Storage -20°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₁₉NO₃
Molecular Weight 213.27
Synonym(s) tert-butyl 3-methyl-5-oxopiperidine-1-carboxylate
SMILES O=C(N1C[C@H](C)CC(C1)=O)OC(C)(C)C

Description

(R)-tert-Butyl 3-methyl-5-oxopiperidine-1-carboxylate features a chiral piperidine core with a sterically shielded tert-butyl ester and a ketone at the 5-position. This configuration enables selective functionalization in asymmetric synthesis, particularly for constructing complex nitrogen-containing scaffolds under mild conditions.

Application

(R)-tert-Butyl 3-methyl-5-oxopiperidine-1-carboxylate serves as a versatile chiral building block for the synthesis of bioactive piperidine derivatives. The molecule features a C3-methyl group and a C5 ketone, enabling selective enolate formation and functionalization. Its tert-butyl carbamate protection offers excellent bench stability and facilitates straightforward deprotection under mild acidic conditions. This compound functions effectively in asymmetric synthesis, particularly in constructing substituted piperidines relevant to medicinal chemistry and natural product synthesis.

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 46.61
LogP 1.8324
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aliphatic heterocycle compounds Piperidine compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Key Words

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(R)-tert-butyl 3-methyl-5-oxopiperidine-1-carboxylate

CAS No. 1601475-90-4

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