170985-86-1

Basic information

• Product Name: O-Benzyl Posaconazole
• Synonyms: O-Benzyl Posaconazole;2,5-Anhydro-1,3,4-trideoxy-2-C-(2,4-difluorophenyl)-4-[[4-[4-[4-[1-[(1S,2S)-1-ethyl-2-(phenylMethoxy)propyl]-1,5-dihydro-5-oxo-4H-1,2,4-triazol-4-yl]phenyl]-1-piperazinyl]phenoxy]Methyl]-1-(1H-1,2,4-triazol-1-yl)-D-threo-pentitol;D-threo-Pentitol, 2,5-anhydro-1,3,4-trideoxy-2-C-(2,4-difluorophenyl)-4-[[4-[4-[4-[1-[(1S,2S)-1-ethyl-2-(phenylMethoxy)propyl]-1,5-dihydro-5-oxo-4H-1,2,4-triazol-4-yl]phenyl]-1-piperazinyl]phenoxy]Methyl]-1-(1H-1,2,4-triazol-1-yl)-;O-Benzyl Posaconazole 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
• CAS NO: 170985-86-1
• Molecular Formula: C₄₄H₄₈F₂N₈O₄
• Molecular Weight: 790.8999264
• Product Categories: Chiral Reagents;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 170985-86-1.mol
• Article Data: 16

Chemical Properties

• Boiling Point: 889.9±75.0 °C(Predicted)
• Appearance: /
• Density: 1.30±0.1 g/cm3(Predicted)
• Storage Temp.: -20°C Freezer
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• PKA: 6.49±0.40(Predicted)
• CAS DataBase Reference: O-Benzyl Posaconazole(CAS DataBase Reference)
• NIST Chemistry Reference: O-Benzyl Posaconazole(170985-86-1)
• EPA Substance Registry System: O-Benzyl Posaconazole(170985-86-1)

Safety Data

• Hazardous Substances Data: 170985-86-1(Hazardous Substances Data)

Usage

Chemical Properties

Off-White Solid

Uses

Precursor to the fungicide, Posaconazole.

Upstream product

• 184177-83-1 2-[(1S,2S)-1-ethyl-2-benzyloxypropyl]-2,4-dihydro-4-[4-[4-(4-hydroxyphenyl)piperazin-1-yl]phenyl]-3H-1,2,4-triazol-3-one 
• 159811-30-0 (2R-trans)-2-(2,4-difluorophenyl)-4-[[(4-methylphenyl)sulfonyloxy]methyl]-2-[(1H-1,2,4-triazol-1-yl)methyl]tetrahydrofuran 
• 184177-88-6 C₁₇H₂₈N₂O₃ 
• 183871-36-5 C₁₂H₂₀N₂O*C₁₈H₁₄O₈ 
• 122151-32-0 (S)-2-(benzyloxy)-1-(pyrrolidin-1-yl)propan-1-one 
• 183871-36-5 C₁₂H₂₀N₂O*C₁₈H₁₄O₈ 
• 132489-33-9 (S)-2-benzyloxy-3-pentanone 
• 170985-85-0 N’-[(1S,2S)-2-(benzyloxy)-1-ethylpropyl]formic hydrazide 

Downstream Products

• 171228-49-2 posaconazote 

Relevant articles and documents

Preparation method of posaconazole

The invention discloses a preparation method of posaconazole. The preparation method comprises the following steps: in a reaction solvent acetonitrile, carrying out a cyclization reaction on SM1 and SM2 under the action of an organic base namely triethanolamine to generate an intermediate 1; in a reaction solvent dimethyl sulfoxide, carrying out a nucleophilic substitution reaction on the intermediate 1 and SM3 under the action of sodium hydroxide to generate an intermediate 2; and in a reaction solvent hydrochloric acid, removing benzyl from the intermediate 2 to obtain a posaconazole crude product: heating and dissolving the posaconazole crude product, crystallizing, filtering, and drying under reduced pressure to obtain posaconazole. The preparation method has the advantages that the reaction conditions are easy to control, the product yield reaches 98.6%, the product separation and purification are simple and convenient, and the method is suitable for industrial production.

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.

POSACONAZOLE, COMPOSITION, INTERMEDIATE, PREPARATION METHOD THEREFOR, AND USES THEREOF

The present invention relates to a compound of formula III, wherein, R is selected from the group consisting of C1-C4 alkyl, substituted or unsubstituted phenyl, and substituted or unsubstituted benzyl, preferably isopropyl; and two Ar groups may be the same or different, and are each independently selected from the group consisting of substituted or unsubstituted aryl groups, preferably substituted or unsubstituted phenyl, such as p-methoxyphenyl and the like, wherein the compound is preferably in a solid form.