6-Hydroxyhexahydro-2H-3,5-methanocyclopenta[b]furan-2-one

Name: 6-Hydroxyhexahydro-2H-3,5-methanocyclopenta[b]furan-2-one
Brand: ChemScene
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CAS No. 92343-46-9
Cat. No. CS-0155452
Purity≥98%
MDL No.MFCD00988184

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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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6-Hydroxyhexahydro-2H-3,5-methanocyclopenta[b]furan-2-one|CS-0155452

Structure of 92343-46-9

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General Information

CAS No. 92343-46-9
Cat. No. CS-0155452
Purity ≥98%
MDL No. MFCD00988184
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₁₀O₃
Molecular Weight 154.16
Synonym(s) N-hydroxy-5-norbornene-2,3-second imide
SMILES C1C2CC3C1C(C2O)OC3=O

Description

6-Hydroxyhexahydro-2H-3,5-methanocyclopenta[b]furan-2-one features a rigid, oxygenated carbocyclic core with a pendant hydroxyl group, enabling selective functionalization in complex synthesis. This bench-stable scaffold integrates readily into natural product analogs and medicinal chemistry campaigns requiring defined stereochemistry and controlled reactivity.

Application

6-Hydroxyhexahydro-2H-3,5-methanocyclopenta[b]furan-2-one serves as a versatile bicyclic building block for the synthesis of complex heterocyclic frameworks. The hydroxyl group enables facile derivatization via esterification or ether formation, while the ketone moiety supports nucleophilic addition and reductive transformations. Its rigid, saturated scaffold offers defined stereochemistry and excellent functional group tolerance, facilitating downstream modifications in medicinal chemistry and natural product synthesis workflows.

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
Precautionary Statements : P264-P270-P330-P501

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Computational Chemistry Data

TPSA 46.53
LogP -0.0713
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Bridge Rings compounds Other bridge ring compounds

Material Science Biomaterials/Biocompatible Materials Research Reagents Monomers, Macromonomers Lactone Monomers, Lactide Monomers

Material Science Polymer/Macromolecule Reagents Monomers Lactone Monomers, Lactide Monomers

Key Words

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6-Hydroxyhexahydro-2H-3,5-methanocyclopenta[b]furan-2-one

CAS No. 92343-46-9

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