tert-Butyl 4-(4-hydroxyphenyl)piperidine-1-carboxylate

Name: tert-Butyl 4-(4-hydroxyphenyl)piperidine-1-carboxylate
Brand: ChemScene
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CAS No. 149377-19-5
Cat. No. CS-0171752
Molecule weight277.36
Purity≥97%
MDL No.None

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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tert-Butyl 4-(4-hydroxyphenyl)piperidine-1-carboxylate|CS-0171752

Structure of 149377-19-5

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General Information

CAS No. 149377-19-5
Cat. No. CS-0171752
Purity ≥97%
MDL No. None
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₆H₂₃NO₃
Molecular Weight 277.36
Synonym(s) 4-hydroxy-1-(1-piperidinyl)-1-cyclohexa-2,4-dienecarboxylic acid tert-butyl ester
SMILES CC(C)(C)OC(=O)N1CCC(CC1)C2=CC=C(C=C2)O

Description

tert-Butyl 4-(4-hydroxyphenyl)piperidine-1-carboxylate features a piperidine core functionalized with a para-hydroxyphenyl group and a bench-stable tert-butyl carbamate. This combination enables straightforward deprotection to yield the free amine, facilitating access to bioactive phenolic piperidines in medicinal chemistry.

Application

tert-Butyl 4-(4-hydroxyphenyl)piperidine-1-carboxylate serves as a versatile building block for the synthesis of bioactive piperidine derivatives. The phenolic hydroxyl group enables direct functionalization or derivatization, while the tert-butoxycarbonyl (Boc) protecting group offers excellent bench stability and compatibility with standard deprotection protocols. It functions effectively in coupling reactions, Suzuki-Miyaura transformations, and as a scaffold for medicinal chemistry campaigns targeting CNS-active compounds and kinase inhibitors.

Synthesis

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- 62614-84-0
- In-stock
  
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- In-stock
  
  149377-19-5
References
- NOVARTIS AG; NOVARTIS PHARMA GMBH Patent: WO2004/69256 A1, 2004 ; Location in patent: Page/Page column 32 ; WO 2004/069256 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 : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 49.77
LogP 3.5067
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Phenol

Building Blocks Skeleton Aliphatic heterocycle compounds Piperidine compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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tert-Butyl 4-(4-hydroxyphenyl)piperidine-1-carboxylate

CAS No. 149377-19-5

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