1-(tert-Butyl) 4-methyl 4-(cyanomethyl)piperidine-1,4-dicarboxylate

Name: 1-(tert-Butyl) 4-methyl 4-(cyanomethyl)piperidine-1,4-dicarboxylate
Brand: ChemScene
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CAS No. 1350475-42-1
Cat. No. CS-0018090
Purity≥95%
MDL No.MFCD18072615

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1-(tert-Butyl) 4-methyl 4-(cyanomethyl)piperidine-1,4-dicarboxylate|CS-0018090

Structure of 1350475-42-1

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General Information

CAS No. 1350475-42-1
Cat. No. CS-0018090
Purity ≥95%
MDL No. MFCD18072615
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₄H₂₂N₂O₄
Molecular Weight 282.34
Synonym(s) 1-tert-butyl 4-methyl 4-(cyanomethyl)piperidine-1,4-dicarboxylate
SMILES O=C(N1CCC(C(OC)=O)(CC#N)CC1)OC(C)(C)C

Description

1-(tert-Butyl) 4-methyl 4-(cyanomethyl)piperidine-1,4-dicarboxylate features a sterically shielded tert-butyl group and a nitrile-bearing side chain, enabling selective functionalization in complex molecule synthesis. The piperidine core offers tunable basicity and conformational stability under standard bench conditions. This scaffold integrates readily into bioactive compound libraries via orthogonal transformations.

Application

1-(tert-Butyl) 4-methyl 4-(cyanomethyl)piperidine-1,4-dicarboxylate serves as a versatile building block for piperidine-based scaffolds in medicinal chemistry. The cyanomethyl group enables subsequent transformations such as nitrile reduction or cyclization, while the tert-butyl and methyl ester functionalities offer orthogonal protection and synthetic flexibility. Its bench stability and compatibility with standard coupling and deprotection protocols facilitate efficient synthesis of complex heterocyclic compounds.

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
Precautionary Statements : P264-P270-P330-P501

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Computational Chemistry Data

TPSA 79.63
LogP 2.09038
H_Acceptors 5
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Cyanide/Nitrile

Building Blocks Functional Group Ester

Building Blocks Skeleton Aliphatic heterocycle compounds Piperidine compounds

Key Words

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1-(tert-Butyl) 4-methyl 4-(cyanomethyl)piperidine-1,4-dicarboxylate

CAS No. 1350475-42-1

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