((2R,3R,4S,5R)-3-(Benzoyloxy)-5-bromo-4-fluorotetrahydrofuran-2-yl)methyl benzoate

Name: ((2R,3R,4S,5R)-3-(Benzoyloxy)-5-bromo-4-fluorotetrahydrofuran-2-yl)methyl benzoate
Brand: ChemScene
Availability: InStock
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CAS No. 97614-44-3
Cat. No. CS-0130700
Purity≥97%
MDL No.MFCD15144963

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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+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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((2R,3R,4S,5R)-3-(Benzoyloxy)-5-bromo-4-fluorotetrahydrofuran-2-yl)methyl benzoate|CS-0130700

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General Information

CAS No. 97614-44-3
Cat. No. CS-0130700
Purity ≥97%
MDL No. MFCD15144963
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₉H₁₆BrFO₅
Molecular Weight 423.23
Synonym(s) 2-Deoxy-2-fluoro-α-D-arabinofuranosyl BroMide 3,5-Dibenzoate
SMILES F[C@@H]1[C@@H](Br)O[C@H](COC(C2=CC=CC=C2)=O)[C@H]1OC(C3=CC=CC=C3)=O

Description

This tetrahydrofuran derivative features a bromo-fluoro substitution pattern enabling selective functionalization in complex molecule synthesis. The benzoyloxy and benzoate ester groups provide orthogonal reactivity, while the stereochemistry ensures predictable regioselectivity under standard conditions.

Application

This compound serves as a versatile chiral building block for the synthesis of fluorinated tetrahydrofuran derivatives. Its defined stereochemistry and orthogonal functional groups—bromide, fluoride, and ester—enable sequential transformations in complex molecule assembly. The benzoyloxy and benzoate moieties provide stability and facilitate purification, while the fluorinated tetrahydrofuran core is compatible with standard coupling and protection strategies. Ideal for medicinal chemistry and process development workflows requiring precise stereocontrol and functional group handleability.

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 61.83
LogP 3.5269
H_Acceptors 5
H_Donors 0
Rotatable_Bonds 5

Other Classifications

Building Blocks Functional Group Fluoride

Building Blocks Functional Group Bromide

Building Blocks Functional Group Ester

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Aliphatic heterocycle compounds Tetrahydrofuran compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Biochemistry Biochemicals and Reagents Nucleosides, Nucleotides, Oligonucleotides Nucleobases and their Analogs

Biochemistry Biochemicals and Reagents Nucleosides, Nucleotides, Oligonucleotides Nucleoside Analogs

Biochemistry Biochemicals and Reagents Nucleosides, Nucleotides, Oligonucleotides Nucleosides

Key Words

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((2R,3R,4S,5R)-3-(Benzoyloxy)-5-bromo-4-fluorotetrahydrofuran-2-yl)methyl benzoate

CAS No. 97614-44-3

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