tert-Butyl (1S,4S,5R)-5-hydroxy-2-azabicyclo[2.2.1]heptane-2-carboxylate

Name: tert-Butyl (1S,4S,5R)-5-hydroxy-2-azabicyclo[2.2.1]heptane-2-carboxylate
Brand: ChemScene
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CAS No. 1932042-59-5
Cat. No. CS-0059091
Purity≥95%
MDL No.MFCD30228539

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tert-Butyl (1S,4S,5R)-5-hydroxy-2-azabicyclo[2.2.1]heptane-2-carboxylate|CS-0059091

Structure of 1932042-59-5

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Description

This tert-butyl ester features a rigid, bridged bicyclic scaffold with defined stereochemistry at the 1S,4S,5R centers, enabling precise spatial control in synthetic applications. The hydroxyl group at C5 imparts polarity and potential for derivatization, while the tert-butyl carboxylate serves as a stable, easily cleavable protecting group. This combination delivers a bench-stable, modular building block for complex molecule assembly.

Application

tert-Butyl (1S,4S,5R)-5-hydroxy-2-azabicyclo[2.2.1]heptane-2-carboxylate serves as a stereochemically defined building block for the synthesis of bioactive nitrogen-containing heterocycles. The pendant hydroxyl group enables selective derivatization, while the tert-butyl ester facilitates purification and stability. Its rigid bicyclic scaffold provides conformational constraint, making it valuable in medicinal chemistry for probing structure-activity relationships in CNS-targeted compounds.

General Information

CAS No. 1932042-59-5
Cat. No. CS-0059091
Purity ≥95%
MDL No. MFCD30228539
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₁₉NO₃
Molecular Weight 213.28
Synonym(s) None
SMILES O[C@H]1[C@@H]2CN([C@H](C1)C2)C(OC(C)(C)C)=O

Computational Chemistry Data

TPSA 49.77
LogP 1.3766
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 0

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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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

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Key Words

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tert-Butyl (1S,4S,5R)-5-hydroxy-2-azabicyclo[2.2.1]heptane-2-carboxylate

CAS No. 1932042-59-5

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