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

Name: (S)-tert-butyl 3-methyl-5-oxopiperidine-1-carboxylate
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CAS No. 1601475-89-1
Cat. No. CS-B1119
Purity≥95%
MDL No.MFCD29472560

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(S)-tert-butyl 3-methyl-5-oxopiperidine-1-carboxylate|CS-B1119

Structure of 1601475-89-1

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Description

(S)-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, enabling direct functionalization at the C3 methyl group. This bench-stable scaffold integrates readily into asymmetric synthesis workflows, delivering high diastereoselectivity in downstream transformations.

Application

(S)-tert-Butyl 3-methyl-5-oxopiperidine-1-carboxylate serves as a versatile chiral building block for the synthesis of piperidine-based pharmaceuticals and bioactive molecules. Its enantioselective configuration enables stereocontrolled functionalization at C3, while the oxo group at C5 facilitates nucleophilic addition and reductive transformations. The tert-butoxycarbonyl (Boc) group provides stable protection under standard conditions, allowing straightforward deprotection and orthogonal handling in multi-step syntheses.

General Information

CAS No. 1601475-89-1
Cat. No. CS-B1119
Purity ≥95%
MDL No. MFCD29472560
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) 1-Piperidinecarboxylic acid, 3-methyl-5-oxo-, 1,1-dimethylethyl ester, (3S)-
SMILES O=C(N1C[C@@H](C)CC(C1)=O)OC(C)(C)C

Computational Chemistry Data

TPSA 46.61
LogP 1.8324
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 : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362+P364

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Other Classifications

Building Blocks Skeleton Aliphatic heterocycle compounds Piperidine compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Key Words

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

CAS No. 1601475-89-1

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