182210-71-5

Basic information

• Product Name: ((3R,5R)-5-(2,4-difluorophenyl)-5-(iodomethyl)tetrahydrofuran-3-yl)methanol
• Synonyms: ((3R,5R)-5-(2,4-difluorophenyl)-5-(iodomethyl)tetrahydrofuran-3-yl)methanol
• CAS NO: 182210-71-5
• Molecular Weight: 354.135
• Mol File: 182210-71-5.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 386.7±42.0 °C(Predicted)
• Density: 1.692±0.06 g/cm3(Predicted)
• CAS DataBase Reference: ((3R,5R)-5-(2,4-difluorophenyl)-5-(iodomethyl)tetrahydrofuran-3-yl)methanol(CAS DataBase Reference)
• NIST Chemistry Reference: ((3R,5R)-5-(2,4-difluorophenyl)-5-(iodomethyl)tetrahydrofuran-3-yl)methanol(182210-71-5)
• EPA Substance Registry System: ((3R,5R)-5-(2,4-difluorophenyl)-5-(iodomethyl)tetrahydrofuran-3-yl)methanol(182210-71-5)

Safety Data

• Hazardous Substances Data: 182210-71-5(Hazardous Substances Data)

Usage

Description

((3R,5R)-5-(2,4-difluorophenyl)-5-(iodomethyl)tetrahydrofuran-3-yl)methanol is a complex organic molecule characterized by a tetrahydrofuran ring structure, which is adorned with a difluorophenyl and iodomethyl functional groups. The 3R,5R stereochemistry signifies the specific orientation of its functional groups in three-dimensional space, which is crucial for its reactivity and potential applications. ((3R,5R)-5-(2,4-difluorophenyl)-5-(iodomethyl)tetrahydrofuran-3-yl)methanol is a valuable asset in the field of organic synthesis and chemical research due to its unique structural features and the potential for further chemical reactions.

Uses

Used in Organic Synthesis:
((3R,5R)-5-(2,4-difluorophenyl)-5-(iodomethyl)tetrahydrofuran-3-yl)methanol serves as a key intermediate in organic synthesis, particularly for the creation of pharmaceuticals and agrochemicals. Its unique structural features, including the difluorophenyl and iodomethyl groups, make it a versatile building block for the development of novel compounds with specific biological activities.
Used in Chemical Research:
In the realm of chemical research, ((3R,5R)-5-(2,4-difluorophenyl)-5-(iodomethyl)tetrahydrofuran-3-yl)methanol is utilized as a model compound to study the effects of stereochemistry on reactivity and the formation of new chemical bonds. Its presence aids in understanding the nuances of organic reactions and can lead to the discovery of new synthetic pathways and methodologies.
Used in Pharmaceutical Development:
((3R,5R)-5-(2,4-difluorophenyl)-5-(iodomethyl)tetrahydrofuran-3-yl)methanol is employed as a starting material for the synthesis of potential drug candidates. Its unique structure can be further modified to target specific biological receptors or enzymes, contributing to the development of new therapeutic agents.
Used in Agrochemicals:
In the agrochemical industry, ((3R,5R)-5-(2,4-difluorophenyl)-5-(iodomethyl)tetrahydrofuran-3-yl)methanol is used as a precursor for the synthesis of novel pesticides or herbicides. Its structural attributes can be tailored to target specific pests or weeds, enhancing the effectiveness and selectivity of these chemicals in agricultural settings.
Overall, ((3R,5R)-5-(2,4-difluorophenyl)-5-(iodomethyl)tetrahydrofuran-3-yl)methanol is a multifaceted compound with applications spanning across various industries, primarily due to its unique structural features and the potential for further chemical modifications.

Upstream product

• 110931-77-6 4-(2,4-difluorophenyl)-4-oxobutanoic acid 
• 165115-70-8 4-(2,4-difluorophenyl)-pent-4-enoic acid 
• 165115-89-9 (R)-4-benzyl-3-((3S,5R)-5-(2,4-difluorophenyl)-5-(iodomethyl)tetrahydrofuran-3-carbonyl)oxazolidin-2-one 

Downstream Products

• 170985-86-1 4-(4-(4-(4-(((3R,5R)-5-((1H-1,2,4-triazol-1-yl)methyl)-5-(2,4-difluorophenyl)tetrahydrofuran-3-yl)methoxy)phenyl)piperazin-1-yl)phenyl)-1-((2S,3S)-2-(benzyloxy)pentan-3-yl)-1H-1,2,4-triazol-5(4H)-one 
• 171228-49-2 posaconazote 
• 160709-02-4 ((3R,5R)-5-((1H-1,2,4-triazole-1-yl) methyl)-5-(2,4-difluorophenyl) tetrahydrofuran-3-yl)methanol 
• 175712-02-4 ((3S,5R)-5-((1H-1,2,4-triazol-1-yl)methyl)-5-(2,4-difluorophenyl)tetrahydrofuran-3-yl)methyl 4-chlorobenzenesulfonate 
• 149809-43-8 (2R-cis)-2-(2,4-difluorophenyl)-4-[[(4-methylphenyl)sulfonyloxy]methyl]-2-[(1H-1,2,4-triazol-1-yl)methyl]tetrahydrofuran 

Relevant articles and documents

A PROCESS FOR THE MANUFACTURE OF POSACONAZOLE

The present invention discloses an improved process for the manufacture of Posaconazole, an anti-fungal agent belonging to the category of substituted Tetrahydrofuran Triazole compound. The present invention further describes preparation of formula A and formula B, the key intermediates in the preparation of Posaconazole. The invention also discloses novel intermediates that are useful in the synthesis of Posaconazole.

Process for the Preparation of Triazole Antifungal Drug, Its Intermediates and Polymorphs Thereof

A process for the preparation of 4-[4-[4-[4-[[(3R,5R)-5-(2,4-difluorophenyl)tetrahydro-5-(1H-1,2,4-triazol-1-ylmethyl)-3-furanyl]methoxy]phenyl]-1-piperazinyl]phenyl]-2-[(1S,2S)-1-ethyl-2-hydroxypropyl]-2,4-dihydro-3H-1,2,4-triazol-3-one compound of formula-1, its intermediates and polymorphs thereof. (I)

Concise asymmetric routes to 2,2,4-trisubstituted tetrahydrofurans via chiral titanium imide enolates: Key intermediates towards synthesis of highly active azole antifungals Sch 51048 and Sch 56592

Two complimentary approaches to the key (-)-(2R)-cis-tosylate 1 and its (+)-(2S)-enantiomer 15 via generation of chiral imide enolates having a 2,2-disubstituted olefin functionality in the β-position, are described. In a 'protecting group free' sequence, reaction of the titanium enolate generated from (4R)-benzyl-2-oxazolidinone derived imide 5b with s-trioxane provided a convenient intermediate 19 which could be directly subjected to 2,4-diastereoselective iodocyclization.