tert-Butyl (R)-3-(cyanomethyl)piperazine-1-carboxylate

Name: tert-Butyl (R)-3-(cyanomethyl)piperazine-1-carboxylate
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CAS No. 2306248-13-3
Cat. No. CS-0135733
Purity≥97%
MDL No.None

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tert-Butyl (R)-3-(cyanomethyl)piperazine-1-carboxylate|CS-0135733

Structure of 2306248-13-3

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General Information

CAS No. 2306248-13-3
Cat. No. CS-0135733
Purity ≥97%
MDL No. None
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₁₉N₃O₂
Molecular Weight 225.29
Synonym(s) None
SMILES O=C(N1C[C@@H](CC#N)NCC1)OC(C)(C)C

Description

tert-Butyl (R)-3-(cyanomethyl)piperazine-1-carboxylate is a chiral piperazine derivative featuring a cyanomethyl group at the 3-position and a tert-butyl ester protecting group. This configuration enables direct incorporation into asymmetric synthesis, where the electron-deficient nitrile moiety facilitates selective functionalization. The bench-stable, moisture-tolerant nature simplifies handling in process development workflows.

Application

tert-Butyl (R)-3-(cyanomethyl)piperazine-1-carboxylate serves as a versatile chiral building block in medicinal chemistry, enabling efficient access to piperazine-based pharmacophores. The nitrile group facilitates downstream transformations such as hydrolysis, reduction, or cyclization, while the tert-butyl carbamate provides excellent stability and ease of purification. Its stereochemical integrity supports asymmetric synthesis, and the functional group tolerance allows integration into complex molecular architectures via standard coupling and conjugate addition protocols.

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-P280-P302+P352

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Computational Chemistry Data

TPSA 65.36
LogP 1.10898
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Cyanide/Nitrile

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Aliphatic heterocycle compounds Piperazine compounds

Key Words

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tert-Butyl (R)-3-(cyanomethyl)piperazine-1-carboxylate

CAS No. 2306248-13-3

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