trans-2-(2-Methoxyphenyl)-5-oxotetrahydrofuran-3-carboxylic acid

Name: trans-2-(2-Methoxyphenyl)-5-oxotetrahydrofuran-3-carboxylic acid
Brand: ChemScene
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CAS No. 99226-02-5
Cat. No. CS-0163140
Purity≥98%
MDL No.None

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trans-2-(2-Methoxyphenyl)-5-oxotetrahydrofuran-3-carboxylic acid|CS-0163140

Structure of 99226-02-5

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General Information

CAS No. 99226-02-5
Cat. No. CS-0163140
Purity ≥98%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₁₂O₅
Molecular Weight 236.22
Synonym(s) (2S,3S)-2-(2-Methoxyphenyl)-5-oxotetrahydro-3-furancarboxylic acid
SMILES O=C([C@@H](C1)[C@@H](C2=CC=CC=C2OC)OC1=O)O

Description

trans-2-(2-Methoxyphenyl)-5-oxotetrahydrofuran-3-carboxylic acid features a rigid, electron-deficient tetrahydrofuran core fused to an aromatic methoxyphenyl group. This configuration enhances metabolic stability and facilitates selective conjugation in synthetic intermediates. The carboxylic acid moiety enables direct coupling without additional activation, streamlining access to bioactive scaffolds under standard conditions.

Application

trans-2-(2-Methoxyphenyl)-5-oxotetrahydrofuran-3-carboxylic acid serves as a versatile chiral building block in synthetic organic chemistry, enabling access to substituted tetrahydrofuran scaffolds via standard functional group interconversions. Its bench-stable nature and defined stereochemistry facilitate reliable use in multistep synthesis, particularly for constructing bioactive heterocycles and medicinal chemistry intermediates.

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 72.83
LogP 1.384
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 3

Other Classifications

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Aliphatic heterocycle compounds Tetrahydrofuran compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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trans-2-(2-Methoxyphenyl)-5-oxotetrahydrofuran-3-carboxylic acid

CAS No. 99226-02-5

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