tert-Butyl 7-hydroxy-2-azabicyclo[2.2.1]heptane-2-carboxylate

Name: tert-Butyl 7-hydroxy-2-azabicyclo[2.2.1]heptane-2-carboxylate
Brand: ChemScene
Availability: InStock
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CAS No. 1221818-31-0
Cat. No. CS-0047393
Purity≥97%
MDL No.None

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tert-Butyl 7-hydroxy-2-azabicyclo[2.2.1]heptane-2-carboxylate|CS-0047393

Structure of 1221818-31-0

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Description

tert-Butyl 7-hydroxy-2-azabicyclo[2.2.1]heptane-2-carboxylate features a rigid bicyclic scaffold with a hydroxyl group at the 7-position and a bench-stable tert-butyl ester at C2. This configuration enables direct functionalization of the hydroxyl moiety while maintaining stereochemical integrity, facilitating access to complex nitrogen-containing frameworks in medicinal chemistry and asymmetric synthesis.

Application

tert-Butyl 7-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 functionalization, while the tert-butyl ester supports straightforward deprotection under mild acidic conditions. Its rigid, strained framework provides defined stereochemistry and enhances metabolic stability, making it valuable in the construction of bioactive heterocycles and constrained peptidomimetics.

General Information

CAS No. 1221818-31-0
Cat. No. CS-0047393
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) 7-Hydroxy-2-Aza-Bicyclo[2.2.1]Heptane-2-Carboxylicacidtert-Butylester
SMILES O=C(N1C(C2O)CCC2C1)OC(C)(C)C

Computational Chemistry Data

TPSA 49.77
LogP 1.3766
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 0

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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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 7-hydroxy-2-azabicyclo[2.2.1]heptane-2-carboxylate

CAS No. 1221818-31-0

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