(R)-tert-Butyl 2-methylaziridine-1-carboxylate

Name: (R)-tert-Butyl 2-methylaziridine-1-carboxylate
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CAS No. 129319-91-1
Cat. No. CS-0079017
Purity≥97%
MDL No.None

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(R)-tert-Butyl 2-methylaziridine-1-carboxylate|CS-0079017

Structure of 129319-91-1

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Description

(R)-tert-Butyl 2-methylaziridine-1-carboxylate is a stereodefined aziridine building block featuring a chiral methyl substituent and a bench-stable tert-butyl ester. This configuration enables selective ring-opening reactions in asymmetric synthesis, where the strained three-membered ring integrates into complex molecular architectures with high enantiocontrol.

Application

(R)-tert-Butyl 2-methylaziridine-1-carboxylate serves as a stereochemically defined building block for the synthesis of bioactive nitrogen-containing scaffolds. Its strained aziridine ring enables regioselective ring-opening reactions with nucleophiles, facilitating the installation of diverse functional groups under mild conditions. The tert-butyl carbamate protecting group offers bench stability and compatibility with standard synthetic workflows, while the methyl substituent provides steric and electronic modulation. This compound functions as a key intermediate in the development of chiral heterocycles and peptide-based architectures.

General Information

CAS No. 129319-91-1
Cat. No. CS-0079017
Purity ≥97%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₁₅NO₂
Molecular Weight 157.21
Synonym(s) tert-butyl (R)-2-methylaziridine-1-carboxylate
SMILES O=C(OC(C)(C)C)N1[C@H](C)C1

Computational Chemistry Data

TPSA 29.31
LogP 1.6256
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 0

Safety Information

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GHS Pictogram :	GHS No : GHS02,GHS07
Signal Word : Danger	UN#: 1993
Class : 3	Packing Group : Ⅱ
Hazard Statements : H225-H315-H319
Precautionary Statements : P210-P233-P240-P241-P242-P243-P264-P280-P362+P364-P370+P378-P501

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Other Classifications

Building Blocks Skeleton Aliphatic heterocycle compounds Aziridine compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Key Words

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(R)-tert-Butyl 2-methylaziridine-1-carboxylate

CAS No. 129319-91-1

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