4-BocNH-Bicyclo[2.2.2]octane-COOH

Name: 4-BocNH-Bicyclo[2.2.2]octane-COOH
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CAS No. 863304-76-1
Cat. No. CS-W001271
Purity≥96%
MDL No.MFCD22577789

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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4-BocNH-Bicyclo[2.2.2]octane-COOH|CS-W001271

Structure of 863304-76-1

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General Information

CAS No. 863304-76-1
Cat. No. CS-W001271
Purity ≥96%
MDL No. MFCD22577789
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₄H₂₃NO₄
Molecular Weight 269.34
Synonym(s) None
SMILES O=C(OC(C)(C)C)NC12CCC(C(=O)O)(CC1)CC2

Description

4-((tert-Butoxycarbonyl)amino)bicyclo[2.2.2]octane-1-carboxylic acid features a rigid bicyclic core that imparts conformational stability, enabling precise spatial orientation in synthetic applications. The tert-butoxycarbonyl group provides a protected amine handle for subsequent deprotection and coupling, while the carboxylic acid moiety supports efficient derivatization under standard conditions. This combination facilitates integration into complex molecular architectures with defined stereochemistry.

Application

4-((tert-Butoxycarbonyl)amino)bicyclo[2.2.2]octane-1-carboxylic acid serves as a stable, bench-accessible building block for the synthesis of constrained amino acid derivatives and peptidomimetics. The tert-butoxycarbonyl (Boc) group provides excellent protection for primary amines during multi-step syntheses, while the rigid bicyclic core imparts conformational constraint ideal for probing bioactive conformations in medicinal chemistry. Its compatibility with standard coupling protocols and ease of deprotection under mild acidic conditions facilitates efficient incorporation into complex molecular architectures.

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 75.63
LogP 2.6887
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Amine

Building Blocks Functional Group Carboxylic Acid

Building Blocks Skeleton Bridge Rings compounds Other bridge ring compounds

Key Words

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4-BocNH-Bicyclo[2.2.2]octane-COOH

CAS No. 863304-76-1

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