tert-Butyl 6-hydroxy-2-azabicyclo[2.2.1]heptane-2-carboxylate

Name: tert-Butyl 6-hydroxy-2-azabicyclo[2.2.1]heptane-2-carboxylate
Brand: ChemScene
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CAS No. 207405-59-2
Cat. No. CS-0038520
Purity≥97%
MDL No.None

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tert-Butyl 6-hydroxy-2-azabicyclo[2.2.1]heptane-2-carboxylate|CS-0038520

Structure of 207405-59-2

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General Information

CAS No. 207405-59-2
Cat. No. CS-0038520
Purity ≥97%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₁₉NO₃
Molecular Weight 213.27
Synonym(s) tert-Butyl 6-hydroxy-2-azabicyclo-[2.2.1]heptane-2-carboxylate
SMILES CC(C)(C)OC(=O)N1CC2CC1C(C2)O

Description

tert-Butyl 6-hydroxy-2-azabicyclo[2.2.1]heptane-2-carboxylate features a rigid bicyclic scaffold with a hydroxyl group at the 6-position and a bench-stable tert-butyl ester at C2. This configuration enables direct functionalization of the hydroxyl moiety while maintaining stereochemical integrity, making it a valuable intermediate for synthesizing complex nitrogen-containing heterocycles in medicinal chemistry and natural product synthesis.

Application

tert-Butyl 6-hydroxy-2-azabicyclo[2.2.1]heptane-2-carboxylate serves as a versatile bicyclic scaffold for medicinal chemistry and synthetic methodology development. The hydroxyl group enables selective derivatization, while the protected amine and ester functionalities offer orthogonal reactivity. Its rigid, conformationally constrained structure facilitates stereocontrolled synthesis and supports applications in building complex nitrogen-containing heterocycles. The tert-butyl ester provides bench stability and ease of purification, enabling efficient downstream transformations in multi-step sequences.

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-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

Key Words

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tert-Butyl 6-hydroxy-2-azabicyclo[2.2.1]heptane-2-carboxylate

CAS No. 207405-59-2

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