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

Name: tert-Butyl 5-hydroxy-2-azabicyclo[2.2.1]heptane-2-carboxylate
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CAS No. 207405-60-5
Cat. No. CS-0048184
Purity≥97%
MDL No.None

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tert-Butyl 5-hydroxy-2-azabicyclo[2.2.1]heptane-2-carboxylate|CS-0048184

Structure of 207405-60-5

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General Information

CAS No. 207405-60-5
Cat. No. CS-0048184
Purity ≥97%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₁₉NO₃
Molecular Weight 213.27
Synonym(s) tert-Butyl 5-hydroxy-2-azabicyclo-[2.2.1]heptane-2-carboxylate
SMILES CC(C)(C)OC(=O)N1CC2CC1CC2O

Description

tert-Butyl 5-hydroxy-2-azabicyclo[2.2.1]heptane-2-carboxylate features a rigid bicyclic scaffold with a hydroxyl group at the 5-position and a nitrogen atom in the bridgehead position. This configuration imparts high stereochemical stability and enables selective functionalization in complex molecule synthesis. The tert-butyl ester serves as a robust, moisture-tolerant protecting group compatible with diverse reaction conditions.

Application

tert-Butyl 5-hydroxy-2-azabicyclo[2.2.1]heptane-2-carboxylate serves as a versatile bicyclic scaffold for medicinal chemistry and synthetic applications, enabling efficient access to constrained nitrogen-containing frameworks. The hydroxyl group facilitates selective derivatization, while the tert-butyl ester supports orthogonal deprotection. Its stability under standard bench conditions and compatibility with diverse transformations make it a practical building block for complex molecule synthesis.

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 49.77
LogP 1.3766
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Alcohol

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

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

CAS No. 207405-60-5

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