tert-Butyl 5-amino-2-azabicyclo[2.2.1]heptane-2-carboxylate

Name: tert-Butyl 5-amino-2-azabicyclo[2.2.1]heptane-2-carboxylate
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CAS No. 207405-62-7
Cat. No. CS-0052044
Purity≥97%
MDL No.MFCD09040747

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tert-Butyl 5-amino-2-azabicyclo[2.2.1]heptane-2-carboxylate|CS-0052044

Structure of 207405-62-7

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General Information

CAS No. 207405-62-7
Cat. No. CS-0052044
Purity ≥97%
MDL No. MFCD09040747
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₂₀N₂O₂
Molecular Weight None
Synonym(s) 5-Amino-2-aza-bicyclo[2.2.1]heptane-2-carboxylic acid tert-butyl ester
SMILES CC(C)(C)OC(=O)N1CC2CC1CC2N

Description

tert-Butyl 5-amino-2-azabicyclo[2.2.1]heptane-2-carboxylate features a rigid bicyclic scaffold with a strategically positioned amino group and a bench-stable tert-butyl ester handle. This configuration enables direct incorporation into peptidomimetics and bioactive molecule libraries, where conformational constraint enhances target affinity and metabolic stability.

Application

tert-Butyl 5-amino-2-azabicyclo[2.2.1]heptane-2-carboxylate serves as a versatile scaffold for the synthesis of constrained nitrogen-containing heterocycles, enabling efficient access to bioactive molecules through standard amine functionalization and coupling reactions. Its bicyclic framework provides rigidity and defined stereochemistry, while the tert-butyl ester offers bench stability and convenient deprotection under mild acidic conditions. The compound exhibits excellent functional group tolerance and is well-suited for parallel synthesis campaigns in medicinal chemistry.

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS05
Signal Word : Danger	UN#: 3265
Class : 8	Packing Group : Ⅲ
Hazard Statements : H302-H315-H318-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P338-P362-P405-P501

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Computational Chemistry Data

TPSA 55.56
LogP 1.343
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

Key Words

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tert-Butyl 5-amino-2-azabicyclo[2.2.1]heptane-2-carboxylate

CAS No. 207405-62-7

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