(R)-1-tert-Butyl 2-methyl aziridine-1,2-dicarboxylate

Name: (R)-1-tert-Butyl 2-methyl aziridine-1,2-dicarboxylate
Brand: ChemScene
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CAS No. 1239355-46-4
Cat. No. CS-0054391
Purity≥97%
MDL No.None

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(R)-1-tert-Butyl 2-methyl aziridine-1,2-dicarboxylate|CS-0054391

Structure of 1239355-46-4

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General Information

CAS No. 1239355-46-4
Cat. No. CS-0054391
Purity ≥97%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₁₅NO₄
Molecular Weight 201.22
Synonym(s) 1-tert-Butyl 2-methyl aziridine-1,2-dicarboxylate
SMILES O=C(N1[C@@H](C(OC)=O)C1)OC(C)(C)C

Description

(R)-1-tert-Butyl 2-methyl aziridine-1,2-dicarboxylate is a chiral aziridine derivative featuring a sterically protected tert-butyl group and a methyl substituent. This configuration enables selective ring-opening reactions in asymmetric synthesis, where the strained three-membered ring integrates efficiently into complex molecular architectures under mild conditions.

Application

(R)-1-tert-Butyl 2-methyl aziridine-1,2-dicarboxylate serves as a chiral building block for the synthesis of bioactive nitrogen-containing heterocycles. Its strained aziridine ring enables selective ring-opening reactions with nucleophiles under mild conditions, facilitating the installation of diverse functional groups. The tert-butyl and methyl substituents provide steric and electronic modulation, enhancing diastereoselectivity in asymmetric synthesis. Bench-stable and readily purified by chromatography, it functions effectively in standard coupling and cyclization protocols.

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 0.7787
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Aliphatic heterocycle compounds Aziridine compounds

Key Words

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(R)-1-tert-Butyl 2-methyl aziridine-1,2-dicarboxylate

CAS No. 1239355-46-4

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