Tert-butyl (2S,4S)-4-amino-2-(hydroxymethyl)piperidine-1-carboxylate

Name: Tert-butyl (2S,4S)-4-amino-2-(hydroxymethyl)piperidine-1-carboxylate
Brand: ChemScene
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CAS No. 2253105-54-1
Cat. No. CS-0166885
Purity≥95%
MDL No.None

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Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Tert-butyl (2S,4S)-4-amino-2-(hydroxymethyl)piperidine-1-carboxylate|CS-0166885

Structure of 2253105-54-1

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General Information

CAS No. 2253105-54-1
Cat. No. CS-0166885
Purity ≥95%
MDL No. None
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₂₂N₂O₃
Molecular Weight 230.30
Synonym(s) 2-Methyl-2-propanyl (2S,4S)-4-amino-2-(hydroxymethyl)-1-piperidinecarboxylate
SMILES O=C(N1[C@H](CO)C[C@@H](N)CC1)OC(C)(C)C

Description

Tert-butyl (2S,4S)-4-amino-2-(hydroxymethyl)piperidine-1-carboxylate is a stereochemically defined piperidine derivative featuring a bench-stable tert-butyl ester and a hydroxymethyl group at the 2-position. This configuration enables direct incorporation into peptide macrocyclization strategies and complex alkaloid synthesis, offering enhanced solubility and controlled reactivity under standard conditions.

Application

Tert-butyl (2S,4S)-4-amino-2-(hydroxymethyl)piperidine-1-carboxylate serves as a key chiral building block for the synthesis of bioactive piperidine derivatives. Its well-defined stereochemistry enables reliable incorporation into medicinal chemistry campaigns, particularly for kinase inhibitors and CNS-targeted molecules. The tert-butyl carbamate group provides stability and facilitates selective deprotection, while the amino and hydroxymethyl functionalities support diverse downstream functionalization via standard coupling and oxidation reactions.

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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Computational Chemistry Data

TPSA 75.79
LogP 0.7055
H_Acceptors 4
H_Donors 2
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Amine

Building Blocks Functional Group Alcohol

Building Blocks Skeleton Aliphatic heterocycle compounds Piperidine compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

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Tert-butyl (2S,4S)-4-amino-2-(hydroxymethyl)piperidine-1-carboxylate

CAS No. 2253105-54-1

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