(3S,4S)-tert-Butyl 4-amino-3-methylpiperidine-1-carboxylate

Name: (3S,4S)-tert-Butyl 4-amino-3-methylpiperidine-1-carboxylate
Brand: ChemScene
Availability: InStock
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CAS No. 723308-59-6
Cat. No. CS-0077670
Purity≥96%
MDL No.None

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Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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(3S,4S)-tert-Butyl 4-amino-3-methylpiperidine-1-carboxylate|CS-0077670

Structure of 723308-59-6

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General Information

CAS No. 723308-59-6
Cat. No. CS-0077670
Purity ≥96%
MDL No. None
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₂₂N₂O₂
Molecular Weight 214.30
Synonym(s) tert-butyl (3S,4S)-4-amino-3-methylpiperidine-1-carboxylate
SMILES N[C@@H]1[C@@H](C)CN(C(OC(C)(C)C)=O)CC1

Description

This chiral piperidine derivative features a tert-butyl carbamate-protected amine and a methyl group at the 3-position, enabling selective functionalization in asymmetric synthesis. The (3S,4S) stereochemistry ensures predictable stereoselective outcomes in medicinal chemistry applications.

Application

(3S,4S)-tert-Butyl 4-amino-3-methylpiperidine-1-carboxylate serves as a stereochemically defined chiral building block for the synthesis of bioactive piperidine derivatives. Its tert-butyl carbamate group provides excellent bench stability and facilitates straightforward deprotection under mild acidic conditions. The 4-amino functionality enables direct incorporation into diverse coupling reactions, while the 3-methyl substituent enhances conformational rigidity—ideal for constructing pharmaceutically relevant scaffolds in medicinal chemistry workflows.

Synthesis

Route1
- 723308-57-4
- ~90%
- In-stock
  
  723308-59-6
References
- MILLENNIUM PHARMACEUTICALS, INC. Patent: WO2004/58709 A1, 2004 ; Location in patent: Page 37 ; WO 2004/058709 A1

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-P405-P501

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Computational Chemistry Data

TPSA 55.56
LogP 1.5906
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Amine

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Aliphatic heterocycle compounds Piperidine compounds

Key Words

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(3S,4S)-tert-Butyl 4-amino-3-methylpiperidine-1-carboxylate

CAS No. 723308-59-6

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