endo-tert-Butyl 8-azabicyclo[3.2.1]octan-3-ylcarbamate

Name: endo-tert-Butyl 8-azabicyclo[3.2.1]octan-3-ylcarbamate
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CAS No. 132234-69-6
Cat. No. CS-0043277
Purity≥98%
MDL No.None

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Excepted Quantity	$0.00
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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endo-tert-Butyl 8-azabicyclo[3.2.1]octan-3-ylcarbamate|CS-0043277

Structure of 132234-69-6

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Description

endo-tert-Butyl 8-azabicyclo[3.2.1]octan-3-ylcarbamate is a sterically hindered, bench-stable carbamate derivative that integrates a constrained bicyclic scaffold with a protected amine functionality. This configuration enables selective incorporation into complex molecular architectures, particularly in the synthesis of nitrogen-containing heterocycles and bioactive small molecules. The endo stereochemistry enhances conformational rigidity, improving predictability in asymmetric transformations.

Application

endo-tert-Butyl 8-azabicyclo[3.2.1]octan-3-ylcarbamate serves as a conformationally restricted, bench-stable building block for medicinal chemistry and catalytic asymmetric synthesis. The rigid bicyclic scaffold imparts defined stereochemistry, while the tert-butyl carbamate group enables selective deprotection under mild acidic conditions. It functions as a versatile precursor in the construction of nitrogen-containing heterocycles and bioactive scaffolds, demonstrating compatibility with standard coupling and functionalization protocols.

General Information

CAS No. 132234-69-6
Cat. No. CS-0043277
Purity ≥98%
MDL No. None
Storage RT, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₂₂N₂O₂
Molecular Weight 226.32
Synonym(s) endo-3-Boc-aminotropane
SMILES CC(C)(C)OC(N[C@H]1C[C@@H]2N[C@@H](CC2)C1)=O.[Relative Stereochemistry]

Computational Chemistry Data

TPSA 50.36
LogP 1.7941
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 1

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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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

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Key Words

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endo-tert-Butyl 8-azabicyclo[3.2.1]octan-3-ylcarbamate

CAS No. 132234-69-6

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