(S)-2-(Tetrahydrofuran-3-yl)acetic acid

Name: (S)-2-(Tetrahydrofuran-3-yl)acetic acid
Brand: ChemScene
Availability: InStock
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CAS No. 146255-26-7
Cat. No. CS-0155206
Purity≥95%
MDL No.MFCD19229760

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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+
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(S)-2-(Tetrahydrofuran-3-yl)acetic acid|CS-0155206

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General Information

CAS No. 146255-26-7
Cat. No. CS-0155206
Purity ≥95%
MDL No. MFCD19229760
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₁₀O₃
Molecular Weight 130.14
Synonym(s) 2-[(3S)-oxolan-3-yl]acetic acid
SMILES C1COC[C@@H]1CC(=O)O

Description

(S)-2-(Tetrahydrofuran-3-yl)acetic acid is a chiral building block featuring a tetrahydrofuran ring tethered to a carboxylic acid-bearing carbon. This configuration enables stereocontrolled synthesis in medicinal chemistry, particularly for bioactive molecules requiring defined spatial orientation. The compound exhibits enhanced solubility and stability under standard bench conditions, facilitating integration into multi-step reaction sequences without racemization.

Application

(S)-2-(Tetrahydrofuran-3-yl)acetic acid serves as a versatile chiral building block in medicinal chemistry, enabling the synthesis of bioactive molecules through established coupling and functionalization protocols. Its tetrahydrofuran ring provides conformational rigidity and enhanced metabolic stability, while the carboxylic acid functionality facilitates direct derivatization or incorporation into peptide-like scaffolds. The stereochemistry is well-defined and stable under standard reaction conditions, supporting efficient purification and consistent performance in asymmetric synthesis workflows.

Synthesis

Route1
- 146255-23-4
- ~%
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  146255-26-7
References
- Thompson, Wayne J.; Ghosh, Arun K.; Katharine Holloway; Lee, Hee Yoon; Munson, Peter M.; Schwering, John E.; Wai, Jenny; Darke, Paul L.; Zugay, Joan; Emini, Emilio A.; Schleif, William A.; Huff, Joel R.; Anderson, Paul S. Journal of the American Chemical Society, 1993 , vol. 115, # 2 p. 801 - 803

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-H312-H332
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P363-P501

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Computational Chemistry Data

TPSA 46.53
LogP 0.4976
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 2

Other Classifications

Building Blocks Skeleton Aliphatic heterocycle compounds Tetrahydrofuran compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Key Words

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(S)-2-(Tetrahydrofuran-3-yl)acetic acid

CAS No. 146255-26-7

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