tert-Butyl 6-amino-3-azabicyclo[3.1.0]hexane-3-carboxylate

Name: tert-Butyl 6-amino-3-azabicyclo[3.1.0]hexane-3-carboxylate
Brand: ChemScene
Availability: InStock
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CAS No. 208837-83-6
Cat. No. CS-0088547
Purity≥98%
MDL No.MFCD09040607

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Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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tert-Butyl 6-amino-3-azabicyclo[3.1.0]hexane-3-carboxylate|CS-0088547

Structure of 208837-83-6

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General Information

CAS No. 208837-83-6
Cat. No. CS-0088547
Purity ≥98%
MDL No. MFCD09040607
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₈N₂O₂
Molecular Weight 198.26
Synonym(s) 3-Azabicyclo[3.1.0]hexane-3-carboxylic acid, 6-amino-,1,1-dimethylethyl ester
SMILES NC1C2C1CN(C(OC(C)(C)C)=O)C2

Description

tert-Butyl 6-amino-3-azabicyclo[3.1.0]hexane-3-carboxylate features a rigid, nitrogen-rich bicyclic scaffold with a bench-stable tert-butyl ester and primary amine handle. This configuration enables direct incorporation into medicinal chemistry campaigns requiring constrained, electron-donating heterocycles. The molecule's stereochemical integrity supports efficient downstream derivatization in target-focused synthesis.

Application

tert-Butyl 6-amino-3-azabicyclo[3.1.0]hexane-3-carboxylate serves as a versatile building block for the synthesis of nitrogen-containing heterocycles and bioactive scaffolds. The protected amine and carboxylate functionalities enable orthogonal transformations, while the rigid bicyclic framework imparts conformational control. It exhibits excellent bench stability and facilitates efficient functionalization via standard coupling and reduction protocols, making it well-suited for medicinal chemistry campaigns and API intermediate development.

Synthesis

Route1
- 914937-14-7
- ~94%
- In-stock
  
  208837-83-6
References
- CHROMA THERAPEUTICS LTD Patent: WO2006/123121 A1, 2006 ; Location in patent: Page/Page column 18; 29 ; WO 2006/123121 A1

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 55.56
LogP 0.8104
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aliphatic heterocycle compounds Pyrrolidine compounds

Building Blocks Skeleton Aliphatic heterocycle compounds Piperidine compounds

Building Blocks Skeleton Bridge Rings compounds Other bridge ring compounds

Building Blocks Skeleton Fatty ring compounds Cyclopropane compounds

Key Words

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tert-Butyl 6-amino-3-azabicyclo[3.1.0]hexane-3-carboxylate

CAS No. 208837-83-6

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