1-tert-Butyl 2-methyl aziridine-1,2-dicarboxylate

Name: 1-tert-Butyl 2-methyl aziridine-1,2-dicarboxylate
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 181212-90-8
Cat. No. CS-0046702
Purity≥96%
MDL No.MFCD09261159

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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+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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1-tert-Butyl 2-methyl aziridine-1,2-dicarboxylate|CS-0046702

Structure of 181212-90-8

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General Information

CAS No. 181212-90-8
Cat. No. CS-0046702
Purity ≥96%
MDL No. MFCD09261159
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₁₅NO₄
Molecular Weight 201.22
Synonym(s) N-Boc-Aziridine-2-carboxylicacidmethylester
SMILES O=C(N1C(C(OC)=O)C1)OC(C)(C)C

Description

1-tert-Butyl 2-methyl aziridine-1,2-dicarboxylate is a bench-stable, sterically hindered aziridine derivative featuring two ester-protected nitrogen functionalities. This configuration enables selective ring-opening reactions under mild conditions, facilitating the synthesis of chiral amino acid derivatives and complex heterocycles in medicinal chemistry workflows.

Application

1-tert-Butyl 2-methyl aziridine-1,2-dicarboxylate serves as a versatile chiral building block in asymmetric synthesis, enabling stereoselective ring-opening reactions with nucleophiles. Its strained aziridine core facilitates regioselective functionalization under mild conditions, while the dicarboxylate protecting groups offer stability and ease of purification. This compound functions effectively in the construction of complex heterocycles and amino acid derivatives relevant to medicinal chemistry.

Synthesis

Route1
- 21384-53-2
- In-stock
  
  24424-99-5
- ~88%
- In-stock
  
  181212-90-8
References
- LG LIFE SCIENCES LTD.; YAMANOUCHI PHARMACEUTICAL CO., LTD. Patent: WO2005/47253 A1, 2005 ; Location in patent: Page/Page column 48-49 ; WO 2005/047253 A1
Route2
- In-stock
  
  24424-99-5
- 5950-34-5
- ~97%
- In-stock
  
  181212-90-8
References
- THE INSTITUTES FOR PHARMACEUTICAL DISCOVERY, LLC Patent: WO2006/55725 A2, 2006 ; Location in patent: Page/Page column 215; 218 ; WO 2006/055725 A2

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 Functional Group Ester

Building Blocks Skeleton Aliphatic heterocycle compounds Aziridine compounds

Key Words

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1-tert-Butyl 2-methyl aziridine-1,2-dicarboxylate

CAS No. 181212-90-8

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