((3S,5R)-5-((1H-1,2,4-Triazol-1-yl)methyl)-5-(2,4-difluorophenyl)tetrahydrofuran-3-yl)methyl 4-chlorobenzenesulfonate

Name: ((3S,5R)-5-((1H-1,2,4-Triazol-1-yl)methyl)-5-(2,4-difluorophenyl)tetrahydrofuran-3-yl)methyl 4-chlorobenzenesulfonate
Brand: ChemScene
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CAS No. 175712-02-4
Cat. No. CS-0157409
Purity≥98%
MDL No.MFCD28009665

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((3S,5R)-5-((1H-1,2,4-Triazol-1-yl)methyl)-5-(2,4-difluorophenyl)tetrahydrofuran-3-yl)methyl 4-chlorobenzenesulfonate|CS-0157409

Structure of 175712-02-4

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Description

This tetrahydrofuran-based sulfonate ester features a stereodefined triazolylmethyl handle and a 2,4-difluorophenyl substituent, enabling selective functionalization in complex molecule synthesis. The bench-stable scaffold integrates efficiently under mild conditions, offering robust compatibility with nucleophilic substitution protocols in medicinal chemistry workflows.

Application

This chiral sulfonate ester serves as a versatile building block for stereoselective synthesis, enabling efficient functionalization at the C3 position of the tetrahydrofuran ring. The 4-chlorobenzenesulfonate group provides excellent leaving-group capability under mild conditions, facilitating nucleophilic substitution with high stereochemical fidelity. Its bench-stable nature and compatibility with diverse reaction partners make it particularly useful in constructing complex heterocyclic scaffolds relevant to medicinal chemistry and API development.

General Information

CAS No. 175712-02-4
Cat. No. CS-0157409
Purity ≥98%
MDL No. MFCD28009665
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₀H₁₈ClF₂N₃O₄S
Molecular Weight 469.89
Synonym(s) [(3S,5R)-5-(2,4-difluorophenyl)-5-(1,2,4-triazol-1-ylmethyl)tetrahydrofuran-3-yl]methyl 4-chlorobenzenesulfonate
SMILES C1=C(C=CC(=C1)S(=O)(=O)OC[C@H]2C[C@](CN3C=NC=N3)(C4=C(C=C(C=C4)F)F)OC2)Cl

Computational Chemistry Data

TPSA 83.31
LogP 3.5472
H_Acceptors 7
H_Donors 0
Rotatable_Bonds 7

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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Other Classifications

Building Blocks Functional Group Sulfonate

Building Blocks Functional Group Chloride

Building Blocks Skeleton Aromatic heterocycle compounds Triazole compounds

Building Blocks Skeleton Aliphatic heterocycle compounds Tetrahydrofuran compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Key Words

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((3S,5R)-5-((1H-1,2,4-Triazol-1-yl)methyl)-5-(2,4-difluorophenyl)tetrahydrofuran-3-yl)methyl 4-chlorobenzenesulfonate

CAS No. 175712-02-4

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