(R)-1-N-Boc-piperazine-2-carboxylic acid methyl ester

Name: (R)-1-N-Boc-piperazine-2-carboxylic acid methyl ester
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 252990-05-9
Cat. No. CS-D0135
Purity≥95%
MDL No.MFCD04115327

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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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(R)-1-N-Boc-piperazine-2-carboxylic acid methyl ester|CS-D0135

Structure of 252990-05-9

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General Information

CAS No. 252990-05-9
Cat. No. CS-D0135
Purity ≥95%
MDL No. MFCD04115327
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₂₀N₂O₄
Molecular Weight 244.29
Synonym(s) 2-Methyl 1-(2-methyl-2-propanyl) (2R)-1,2-piperazinedicarboxylate
SMILES O=C(OC(C)(C)C)N1[C@H](CNCC1)C(OC)=O

Description

This chiral building block features a Boc-protected piperazine core with a methyl ester at the carboxylic acid position, enabling straightforward deprotection and functionalization. The (R)-stereochemistry ensures high enantioselectivity in downstream applications. Ideal for medicinal chemistry campaigns requiring stereocontrolled scaffold integration.

Application

(R)-1-N-Boc-piperazine-2-carboxylic acid methyl ester serves as a versatile chiral building block for the synthesis of bioactive heterocycles and peptide mimetics. Its Boc-protected piperazine core enables orthogonal functionalization, while the methyl ester group facilitates straightforward hydrolysis or coupling reactions. The compound exhibits excellent bench stability and compatibility with standard amide bond formation protocols, making it ideal for iterative synthesis in medicinal chemistry workflows.

Synthesis

Route1
- In-stock
  
  278788-60-6
- 18107-18-1
- ~47%
- In-stock
  
  252990-05-9
References
- ASTRAZENECA AB; ASTRAZENECA UK LIMITED Patent: WO2005/26152 A1, 2005 ; Location in patent: Page/Page column 136 ; WO 2005/026152 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

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Computational Chemistry Data

TPSA 67.87
LogP 0.3683
H_Acceptors 5
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Aliphatic heterocycle compounds Piperazine compounds

Key Words

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(R)-1-N-Boc-piperazine-2-carboxylic acid methyl ester

CAS No. 252990-05-9

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