tert-Butyl (1S,4S,5R)-5-amino-2-azabicyclo[2.1.1]hexane-2-carboxylate

Name: tert-Butyl (1S,4S,5R)-5-amino-2-azabicyclo[2.1.1]hexane-2-carboxylate
Brand: ChemScene
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CAS No. 1027177-72-5
Cat. No. CS-0623191
Purity≥98%
MDL No.None

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tert-Butyl (1S,4S,5R)-5-amino-2-azabicyclo[2.1.1]hexane-2-carboxylate|CS-0623191

Structure of 1027177-72-5

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General Information

CAS No. 1027177-72-5
Cat. No. CS-0623191
Purity ≥98%
MDL No. None
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₈N₂O₂
Molecular Weight 198.26
Synonym(s) None
SMILES O=C(N1[C@](C2)([H])[C@H](N)[C@]2([H])C1)OC(C)(C)C

Description

tert-Butyl (1S,4S,5R)-5-amino-2-azabicyclo[2.1.1]hexane-2-carboxylate features a rigid, bicyclic scaffold with defined stereochemistry, enabling precise spatial control in medicinal chemistry applications. The protected amine and carboxylate handle facilitate downstream derivatization. This configuration supports efficient incorporation into bioactive molecules requiring constrained, polar side chains.

Application

tert-Butyl (1S,4S,5R)-5-amino-2-azabicyclo[2.1.1]hexane-2-carboxylate serves as a stereochemically defined, bench-stable building block for the synthesis of nitrogen-containing heterocycles. The protected amine and carboxylate functionalities enable orthogonal transformations, while the rigid bicyclic core imparts conformational constraint ideal for medicinal chemistry exploration. It functions effectively in standard coupling reactions and facilitates access to bioactive scaffolds through selective deprotection and functionalization.

Safety Information

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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-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 55.56
LogP 0.9529
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Amine

Building Blocks Skeleton Bridge Rings compounds Other bridge ring compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Key Words

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tert-Butyl (1S,4S,5R)-5-amino-2-azabicyclo[2.1.1]hexane-2-carboxylate

CAS No. 1027177-72-5

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