8-Bromo-1,4-dioxaspiro[4.5]decane

Name: 8-Bromo-1,4-dioxaspiro[4.5]decane
Brand: ChemScene
Availability: InStock
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CAS No. 68278-51-3
Cat. No. CS-0049964
Molecule weight221.09
Purity≥97%
MDL No.MFCD11847479

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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8-Bromo-1,4-dioxaspiro[4.5]decane|CS-0049964

Structure of 68278-51-3

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General Information

CAS No. 68278-51-3
Cat. No. CS-0049964
Purity ≥97%
MDL No. MFCD11847479
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₁₃BrO₂
Molecular Weight 221.09
Synonym(s) None
SMILES BrC1CCC2(CC1)OCCO2

Description

8-Bromo-1,4-dioxaspiro[4.5]decane features a rigid spirocyclic core with strategically positioned bromine and ether functionalities, enabling precise integration into complex molecular architectures. This bench-stable scaffold delivers high regioselectivity in downstream transformations, particularly in cross-coupling and cyclization reactions, where its defined stereochemistry ensures predictable outcomes.

Application

8-Bromo-1,4-dioxaspiro[4.5]decane serves as a versatile spirocyclic building block in medicinal chemistry, enabling efficient access to constrained heterocyclic scaffolds. The bromine atom at the C8 position provides a reliable site for palladium-catalyzed cross-coupling reactions, while the rigid spiro framework enhances metabolic stability and conformational control. Its bench-stable nature and compatibility with standard functional group manipulations make it ideal for iterative synthesis campaigns targeting complex API candidates.

Synthesis

Route1
- In-stock
  
  22428-87-1
- ~64%
- In-stock
  
  68278-51-3
References
- CRYPTOPHARMA PTY LTD Patent: WO2008/124878 A1, 2008 ; Location in patent: Page/Page column 83 ;

Safety Information

Download SDS

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 18.46
LogP 2.067
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aliphatic heterocycle compounds Dioxolane compounds

Building Blocks Skeleton Spirol Rings compounds

Key Words

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8-Bromo-1,4-dioxaspiro[4.5]decane

CAS No. 68278-51-3

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