(S)-1-N-Boc-piperazine-3-carboxylic acid methyl ester

Name: (S)-1-N-Boc-piperazine-3-carboxylic acid methyl ester
Brand: ChemScene
Availability: InStock
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CAS No. 314741-39-4
Cat. No. CS-D0653
Purity≥97%
MDL No.MFCD04115326

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
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(S)-1-N-Boc-piperazine-3-carboxylic acid methyl ester|CS-D0653

Structure of 314741-39-4

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General Information

CAS No. 314741-39-4
Cat. No. CS-D0653
Purity ≥97%
MDL No. MFCD04115326
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₂₀N₂O₄
Molecular Weight 244.29
Synonym(s) 1-tert-butyl 3-methyl (3S)-piperazine-1,3-dicarboxylate
SMILES O=C(OC(C)(C)C)N1C[C@H](NCC1)C(OC)=O

Description

This chiral piperazine derivative features a Boc-protected amine and methyl ester functionality, enabling straightforward deprotection and coupling in peptide and small-molecule synthesis. The (S)-stereochemistry ensures high enantioselectivity in downstream applications.

Application

(S)-1-N-Boc-piperazine-3-carboxylic acid methyl ester serves as a versatile chiral building block in medicinal chemistry, enabling the construction of piperazine-containing scaffolds via standard deprotection and coupling protocols. The Boc group ensures bench stability and orthogonal handling, while the methyl ester facilitates selective transformations. Its defined stereochemistry supports consistent incorporation into bioactive molecules, particularly in kinase inhibitors and CNS-targeted compounds.

Synthesis

Route1
- 314741-38-3
- ~88%
- In-stock
  
  314741-39-4
References
- ISTITUTO DI RICERCHE DI BIOLOGIA MOLECOLARE P. ANGELETTI S.P.A.; BRANCA, Danila; FERRIGNO, Federica; HERNANDO, Jose, Ignacio, Martin; JONES, Philip; KINZEL, Olaf; MALANCONA, Savina; MURAGLIA, Ester; PALUMBI, Maria, Cecilia; PESCATORE, Giovanna; SCARPELLI, Rita Patent: WO2010/23480 A1, 2010 ; Location in patent: Page/Page column 41 ;

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 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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(S)-1-N-Boc-piperazine-3-carboxylic acid methyl ester

CAS No. 314741-39-4

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