(R)-tert-Butyl 3-(2-hydroxyethyl)piperazine-1-carboxylate

Name: (R)-tert-Butyl 3-(2-hydroxyethyl)piperazine-1-carboxylate
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CAS No. 1272421-10-9
Cat. No. CS-0079238
Purity≥95%
MDL No.MFCD18633591

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(R)-tert-Butyl 3-(2-hydroxyethyl)piperazine-1-carboxylate|CS-0079238

Structure of 1272421-10-9

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General Information

CAS No. 1272421-10-9
Cat. No. CS-0079238
Purity ≥95%
MDL No. MFCD18633591
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₂₂N₂O₃
Molecular Weight 230.30
Synonym(s) tert-Butyl (3R)-3-(2-hydroxyethyl)piperazine-1-carboxylate
SMILES O=C(OC(C)(C)C)N1CCN[C@H](CCO)C1

Description

(R)-tert-Butyl 3-(2-hydroxyethyl)piperazine-1-carboxylate features a chiral piperazine core with a pendant hydroxyl-bearing ethyl chain, offering enhanced solubility and metabolic stability. This bench-stable, moisture-tolerant building block integrates seamlessly into peptide conjugates and bioactive molecule scaffolds.

Application

(R)-tert-Butyl 3-(2-hydroxyethyl)piperazine-1-carboxylate serves as a versatile chiral building block in medicinal chemistry, enabling the construction of piperazine-based scaffolds with defined stereochemistry. The pendant hydroxyl group facilitates downstream functionalization via esterification, etherification, or oxidation, while the tert-butyl carbamate offers robust protection of the piperazine nitrogen. Its bench-stable nature and compatibility with standard coupling conditions make it ideal for multi-step synthesis workflows.

Safety Information

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Computational Chemistry Data

TPSA 61.8
LogP 0.5777
H_Acceptors 4
H_Donors 2
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Alcohol

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Aliphatic heterocycle compounds Piperazine compounds

Key Words

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(R)-tert-Butyl 3-(2-hydroxyethyl)piperazine-1-carboxylate

CAS No. 1272421-10-9

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