(R)-1-Benzyl 2-methyl aziridine-1,2-dicarboxylate

Name: (R)-1-Benzyl 2-methyl aziridine-1,2-dicarboxylate
Brand: ChemScene
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CAS No. 154632-86-7
Cat. No. CS-0526944
Purity≥96%
MDL No.None

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(R)-1-Benzyl 2-methyl aziridine-1,2-dicarboxylate|CS-0526944

Structure of 154632-86-7

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General Information

CAS No. 154632-86-7
Cat. No. CS-0526944
Purity ≥96%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₁₃NO₄
Molecular Weight 235.24
Synonym(s) 1-benzyl 2-methyl (2R)-aziridine-1,2-dicarboxylate
SMILES O=C(N1[C@H](C1)C(OC)=O)OCC2=CC=CC=C2

Description

(R)-1-Benzyl 2-methyl aziridine-1,2-dicarboxylate is a chiral aziridine derivative featuring a strained three-membered ring with defined stereochemistry. This bench-stable compound integrates a benzyl ester and methyl substituent, enabling selective ring-opening reactions in asymmetric synthesis. The electron-deficient aziridine moiety facilitates nucleophilic attack under mild conditions, making it valuable for constructing complex nitrogen-containing scaffolds in medicinal chemistry and natural product synthesis.

Application

(R)-1-Benzyl 2-methyl aziridine-1,2-dicarboxylate serves as a chiral building block for the synthesis of biologically active compounds, enabling stereoselective ring-opening reactions. Its stable aziridine core tolerates diverse nucleophiles and functions effectively in asymmetric synthesis workflows. The benzyl and methyl ester groups provide orthogonal handles for selective transformations, facilitating purification and downstream functionalization. This compound is particularly useful in constructing nitrogen-containing heterocycles and peptide-like scaffolds under standard bench conditions.

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 55.61
LogP 1.1804
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 3

Other Classifications

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Aliphatic heterocycle compounds Aziridine compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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(R)-1-Benzyl 2-methyl aziridine-1,2-dicarboxylate

CAS No. 154632-86-7

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