3-(tert-Butoxycarbonyl)-3-azabicyclo[3.1.1]heptane-1-carboxylic acid

Name: 3-(tert-Butoxycarbonyl)-3-azabicyclo[3.1.1]heptane-1-carboxylic acid
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CAS No. 1000931-22-5
Cat. No. CS-0059111
Purity≥97%
MDL No.MFCD09800845

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3-(tert-Butoxycarbonyl)-3-azabicyclo[3.1.1]heptane-1-carboxylic acid|CS-0059111

Structure of 1000931-22-5

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Description

This bicyclic scaffold features a protected azabicyclo[3.1.1]heptane core with a tert-butoxycarbonyl group at the 3-position, enabling selective deprotection and functionalization. The rigid framework supports conformational control in peptide mimetics and small-molecule libraries, while the stable carbamate moiety tolerates standard reaction conditions.

Application

3-(tert-Butoxycarbonyl)-3-azabicyclo[3.1.1]heptane-1-carboxylic acid serves as a robust, bench-stable building block for the synthesis of constrained nitrogen-containing heterocycles. The tert-butyl ester group enables straightforward deprotection under mild acidic conditions, while the bicyclic scaffold provides defined stereochemistry and rigidity useful in medicinal chemistry. It functions effectively in amide coupling reactions and supports diverse functionalization at the carboxylic acid terminus, facilitating access to complex API-relevant scaffolds with enhanced conformational control.

General Information

CAS No. 1000931-22-5
Cat. No. CS-0059111
Purity ≥97%
MDL No. MFCD09800845
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₁₉NO₄
Molecular Weight 241.28
Synonym(s) 3-Azabicyclo[3.1.1]heptane-1,3-dicarboxylic acid, 3-(1,1-dimethylethyl) ester
SMILES O=C(OC(C)(C)C)N(C1)CC2(C(O)=O)CC1C2

Computational Chemistry Data

TPSA 66.84
LogP 1.7181
H_Acceptors 3
H_Donors 1
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 : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362-P405-P501

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Other Classifications

Building Blocks Functional Group Carboxylic Acid

Building Blocks Skeleton Aliphatic heterocycle compounds Piperidine compounds

Building Blocks Skeleton Fatty ring compounds Cyclobutane compounds

Building Blocks Skeleton Bridge Rings compounds Other bridge ring compounds

Key Words

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3-(tert-Butoxycarbonyl)-3-azabicyclo[3.1.1]heptane-1-carboxylic acid

CAS No. 1000931-22-5

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