1-Benzyl 4-methyl piperidine-1,4-dicarboxylate

Name: 1-Benzyl 4-methyl piperidine-1,4-dicarboxylate
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 138163-07-2
Cat. No. CS-0052615
Purity≥97%
MDL No.None

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1-Benzyl 4-methyl piperidine-1,4-dicarboxylate|CS-0052615

Structure of 138163-07-2

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General Information

CAS No. 138163-07-2
Cat. No. CS-0052615
Purity ≥97%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₅H₁₉NO₄
Molecular Weight 277.32
Synonym(s) (1-N-Cbz-piperidin-4-yloxy)acetic acid
SMILES COC(=O)C1CCN(CC1)C(=O)OCC1=CC=CC=C1

Description

1-Benzyl 4-methyl piperidine-1,4-dicarboxylate features a rigid piperidine core with strategically positioned benzyl and methyl substituents, enabling precise stereochemical control in asymmetric synthesis. The dicarboxylate functionality offers dual handles for derivatization, while the benzylic protection enhances stability under standard reaction conditions. This scaffold serves as a key intermediate in medicinal chemistry campaigns targeting CNS-active compounds.

Application

1-Benzyl 4-methyl piperidine-1,4-dicarboxylate serves as a versatile chiral building block in medicinal chemistry, enabling efficient access to piperidine-based pharmacophores. Its dual ester functionality supports selective deprotection and functionalization, while the benzyl group offers orthogonal protection and enhanced stability. The molecule facilitates C–H activation, reductive amination, and transition-metal-catalyzed coupling reactions, making it valuable for constructing complex heterocyclic scaffolds under standard laboratory conditions.

Synthesis

Route1
- 67-56-1
- In-stock
  
  10314-98-4
- ~94%
- In-stock
  
  138163-07-2
References
- TORAY INDUSTRIES, INC. Patent: EP2009006 A1, 2008 ; Location in patent: Page/Page column 81-82 ;
Route2
- In-stock
  
  2971-79-1
- 501-53-1
- ~%
- In-stock
  
  138163-07-2
References
- Bioorganic and Medicinal Chemistry Letters, , vol. 19, # 8 p. 2354 - 2359
Route3
- In-stock
  
  10314-98-4
- ~%
- In-stock
  
  138163-07-2
References
- US2003/13720 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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 55.84
LogP 2.2082
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 3

Other Classifications

Building Blocks Skeleton Aliphatic heterocycle compounds Piperidine compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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1-Benzyl 4-methyl piperidine-1,4-dicarboxylate

CAS No. 138163-07-2

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