((2R,3R,4R)-3-(Benzoyloxy)-4-fluoro-4-methyl-5-oxotetrahydrofuran-2-yl)methyl benzoate

Name: ((2R,3R,4R)-3-(Benzoyloxy)-4-fluoro-4-methyl-5-oxotetrahydrofuran-2-yl)methyl benzoate
Brand: ChemScene
Availability: InStock
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CAS No. 874638-80-9
Cat. No. CS-M2473
Purity≥97%
MDL No.MFCD17677380

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Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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((2R,3R,4R)-3-(Benzoyloxy)-4-fluoro-4-methyl-5-oxotetrahydrofuran-2-yl)methyl benzoate|CS-M2473

Structure of 874638-80-9

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General Information

CAS No. 874638-80-9
Cat. No. CS-M2473
Purity ≥97%
MDL No. MFCD17677380
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₀H₁₇FO₆
Molecular Weight 372.34
Synonym(s) PSI-6130 intermediate; D-erythro-Pentonic acid, 2-deoxy-2-fluoro-2-methyl-, γ-lactone, 3,5-dibenzoate, (2R)-
SMILES O=C(O1)[C@@](F)(C)[C@H](OC(C2=CC=CC=C2)=O)[C@H]1COC(C3=CC=CC=C3)=O

Description

This tetrahydrofuran derivative features a fluorinated, methyl-substituted ring with a benzoyloxy group at C3 and a ketone at C5, enabling precise stereocontrolled synthesis. The pendant benzoate ester facilitates orthogonal protection and selective deprotection under mild conditions. Its bench-stable, moisture-tolerant structure supports reliable use in complex molecule assembly.

Application

((2R,3R,4R)-3-(Benzoyloxy)-4-fluoro-4-methyl-5-oxotetrahydrofuran-2-yl)methyl benzoate serves as a stereochemically defined building block for fluorinated tetrahydrofuran scaffolds. Its orthogonal functionality enables selective deprotection and derivatization in complex molecule synthesis. The molecule exhibits bench stability and facilitates efficient transformations in late-stage functionalization workflows.

Synthesis

Route1
- In-stock
  
  879551-04-9
- 98-88-4
- ~89%
- In-stock
  
  874638-80-9
References
- WO2006/31725 A2, ; Page/Page column 13; 30-31 ;
Route2
- In-stock
  
  93635-76-8
- ~%
- In-stock
  
  874638-80-9
References
- US2013/72699 A1, ;
Route3
- 1351925-17-1
- ~%
- In-stock
  
  874638-80-9
References
- US2013/72699 A1, ;

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

Quality Control

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Computational Chemistry Data

TPSA 78.9
LogP 2.7226
H_Acceptors 6
H_Donors 0
Rotatable_Bonds 5

Other Classifications

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

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((2R,3R,4R)-3-(Benzoyloxy)-4-fluoro-4-methyl-5-oxotetrahydrofuran-2-yl)methyl benzoate

CAS No. 874638-80-9

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