160709-02-4

Basic information

• Product Name: D-threo-Pentitol, 2,5-anhydro-1,3,4-trideoxy-2-C-(2,4-difluorophenyl)-4-(hydroxyMethyl)-1-(1H-1,2,4-triazol-1-yl)-
• Synonyms: D-threo-Pentitol, 2,5-anhydro-1,3,4-trideoxy-2-C-(2,4-difluorophenyl)-4-(hydroxyMethyl)-1-(1H-1,2,4-triazol-1-yl)-;[5-(2,4difluoro- phenyl)-5-[1,2,4] triazole-1yl-methyltetrahydrofuran-3-yl]-Methanol;2,5-Anhydro-1,3,4-trideoxy-2-C-(2,4-difluorophenyl)-4-(hydroxymethyl)-1-(1H-1,2,4-triazol-1-yl)-D-threo-pentitol;3R, 5R-[5-(2,4-Difluoro-phenyl)-5-[1,2,4]triazol-1-ylmethyl-tetrahydro-furan-3-yl]-methanol;((3R,5R)-5-((1H-1,2,4-Triazol-1-yl)methyl)-5-(2,4-difluorophenyl)tetrahydrofuran-3-yl)methanol;(-)-(5R-cis)-5-(2,4-Difluoro-phenyl)-5-[(1H-1,2,4-triazole-1-yl)methyl]-tetrahydro-3-furanmethanol
• CAS NO: 160709-02-4
• Molecular Formula: C₁₄H₁₅F₂N₃O₂
• Molecular Weight: 295.2846064
• EINECS: -0
• Mol File: 160709-02-4.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 457.6±55.0 °C(Predicted)
• Appearance: /
• Density: 1.42±0.1 g/cm3(Predicted)
• Storage Temp.: -20°C Freezer
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• PKA: 14.81±0.10(Predicted)
• CAS DataBase Reference: D-threo-Pentitol, 2,5-anhydro-1,3,4-trideoxy-2-C-(2,4-difluorophenyl)-4-(hydroxyMethyl)-1-(1H-1,2,4-triazol-1-yl)-(CAS DataBase Reference)
• NIST Chemistry Reference: D-threo-Pentitol, 2,5-anhydro-1,3,4-trideoxy-2-C-(2,4-difluorophenyl)-4-(hydroxyMethyl)-1-(1H-1,2,4-triazol-1-yl)-(160709-02-4)
• EPA Substance Registry System: D-threo-Pentitol, 2,5-anhydro-1,3,4-trideoxy-2-C-(2,4-difluorophenyl)-4-(hydroxyMethyl)-1-(1H-1,2,4-triazol-1-yl)-(160709-02-4)

Safety Data

• Hazardous Substances Data: 160709-02-4(Hazardous Substances Data)

Usage

Uses

2,5-Anhydro-1,3,4-trideoxy-2-C-(2,4-difluorophenyl)-4-(hydroxymethyl)-1-(1H-1,2,4-triazol-1-yl)-D-threo-pentitol is building block to synthesize key intermediates towards synthesis of highly active azole antifungals Sch 51048, Sch 56592 and Sch 45012. It is also an impurity/intermediate for posaconazole (P689600).

Upstream product

• 182210-71-5 ((3R,5R)-5-(2,4-difluorophenyl)-5-(iodomethyl)tetrahydrofuran-3-yl)methanol 
• 192448-07-0 2-methylpropanoic acid [(2S)-4-(2,4-difluorophenyl)-2-hydroxymethyl-4-penten-1-yl] ester 
• 41253-21-8 sodium triazole 
• 110931-77-6 4-(2,4-difluorophenyl)-4-oxobutanoic acid 
• 165115-70-8 4-(2,4-difluorophenyl)-pent-4-enoic acid 
• 159276-62-7 diethyl 2-[2-(2,4-difluorophenyl)-2-propen-1-yl]-1,3-propanedioate 
• 156570-10-4 1-(1-chloromethylethenyl)-2,4-difluorobenzene 
• 165115-73-1 2-[2-(2,4-difluorophenyl)-2-propene-1-yl]-1, 3-propanediol 
• 149509-28-4 1-Chloro-2-(2,4-difluorophenyl)-3-trimethylsilyl-2-propanol 
• 51336-94-8 2-chloro-1-(2,4-dichlorophenyl)ethanone 
• 1350560-52-9 C₁₆H₁₉F₂IO₃ 
• 149809-50-7 Acetic acid (2R,4R)-4-(2,4-difluoro-phenyl)-4-hydroxy-2-hydroxymethyl-5-[1,2,4]triazol-1-yl-pentyl ester 
• 149809-38-1 (R)-4-(2,4-Difluoro-phenyl)-2-hydroxymethyl-5-[1,2,4]triazol-1-yl-pentane-1,4-diol 

Downstream Products

• 149809-43-8 (2R-cis)-2-(2,4-difluorophenyl)-4-[[(4-methylphenyl)sulfonyloxy]methyl]-2-[(1H-1,2,4-triazol-1-yl)methyl]tetrahydrofuran 
• 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 
• 175712-02-4 ((3S,5R)-5-((1H-1,2,4-triazol-1-yl)methyl)-5-(2,4-difluorophenyl)tetrahydrofuran-3-yl)methyl 4-chlorobenzenesulfonate 

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.

Purification of Posaconazole Intermediates

The present invention relates to a process for the purification of chiral compounds, in particular to the purification of a chiral compound of formula (XI) which may be used as intermediate for the preparation of antifungal agents, preferably posaconazole.

PREPARATION OF POSACONAZOLE INTERMEDIATES

The present invention relates to process for the preparation of a chiral compound of formula (IX) or a salt thereof, wherein Y1and Y2 are independently F or C1, preferably F, the crystalline compound of formula (IX) as such, and its use for the preparation of an antifungal agent.