Methyl 4-formylbicyclo[2.2.2]octane-1-carboxylate

Name: Methyl 4-formylbicyclo[2.2.2]octane-1-carboxylate
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CAS No. 94994-25-9
Cat. No. CS-0101289
Purity≥95%
MDL No.MFCD19105426

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Methyl 4-formylbicyclo[2.2.2]octane-1-carboxylate|CS-0101289

Structure of 94994-25-9

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General Information

CAS No. 94994-25-9
Cat. No. CS-0101289
Purity ≥95%
MDL No. MFCD19105426
Storage -20°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₁₆O₃
Molecular Weight 196.25
Synonym(s) None
SMILES O=CC12CCC(C(=O)OC)(CC1)CC2

Description

Methyl 4-formylbicyclo[2.2.2]octane-1-carboxylate features a rigid bicyclic scaffold with strategically positioned formyl and ester functionalities. This configuration enables direct incorporation into complex molecular architectures, particularly in synthetic routes requiring defined stereochemistry and spatial control. The compound exhibits excellent stability under standard handling conditions and demonstrates favorable reactivity in nucleophilic addition and conjugate addition processes.

Application

Methyl 4-formylbicyclo[2.2.2]octane-1-carboxylate serves as a versatile bicyclic building block for synthetic medicinal chemistry and natural product synthesis. The conjugated aldehyde and ester functionalities enable selective transformations including Wittig reactions, reductive amination, and nucleophilic additions, while the rigid cyclooctane framework imparts defined stereochemical control. Bench-stable and compatible with standard purification methods, it facilitates efficient access to complex carbocyclic scaffolds relevant to drug discovery programs.

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

Quality Control

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Computational Chemistry Data

TPSA 43.37
LogP 1.6989
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Bridge Rings compounds Quinine Ring compounds

Key Words

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Methyl 4-formylbicyclo[2.2.2]octane-1-carboxylate

CAS No. 94994-25-9

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