214117-52-9

Basic information

• Product Name: 3H-1,2,4-Triazol-3-one, 4-(4-bromophenyl)-2-[(1S,2R)-2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1- methylpropyl]-2,4-dihydro-
• CAS NO: 214117-52-9
• Molecular Formula: C18H28BrN3O2Si
• Molecular Weight: 426.429
• Mol File: 214117-52-9.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 3H-1,2,4-Triazol-3-one, 4-(4-bromophenyl)-2-[(1S,2R)-2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1- methylpropyl]-2,4-dihydro-(CAS DataBase Reference)
• NIST Chemistry Reference: 3H-1,2,4-Triazol-3-one, 4-(4-bromophenyl)-2-[(1S,2R)-2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1- methylpropyl]-2,4-dihydro-(214117-52-9)
• EPA Substance Registry System: 3H-1,2,4-Triazol-3-one, 4-(4-bromophenyl)-2-[(1S,2R)-2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1- methylpropyl]-2,4-dihydro-(214117-52-9)

Safety Data

• Hazardous Substances Data: 214117-52-9(Hazardous Substances Data)

Upstream product

• 2493-02-9 4-bromophenyl isocyanate 
• 890342-21-9 C₈H₈BrN₃O₂ 
• 214117-50-7 2,4-dihydro-4-(4-bromophenyl)-3H-1,2,4-triazol-3-one 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 648416-96-0 2,4-dihydro-4-(4-bromophenyl)-2-[(2S,3R)-(3-hydroxy-2-butyl)]-3H-1,2,4-triazol-3-one 

Downstream Products

• 199797-85-8 (2R,4S)-4-[4-[4-[4-[[2-(2,4-dichlorophenyl)-2-(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy]phenyl]-1-piperazinyl]phenyl]-2,4-dihydro-2-[(2S,3R)-(3-hydroxy-2-butyl)]-3H-1,2,4-triazol-3-one 
• 214117-56-3 (2R,4S)-4-[4-[4-[4-[[2-(2,4-dichlorophenyl)-2-(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy]phenyl]-1-piperazinyl]phenyl]-2,4-dihydro-2-[(2S,3R)-3-[(1,1-dimethylethyl)dimethylsiloxy-2-butyl]]-3H-1,2,4-triazol-3-one 

Relevant articles and documents

Total synthesis of (2R,4S,2′S,3′R)-hydroxyitraconazole: Implementations of a recycle protocol and a mild and safe phase-transfer reagent for preparation of the key chiral units

A convergent total synthesis of enantiomerically-pure (2R,4S,2′S, 3′R)-hydroxyitraconazole 1b is described. The left dioxolane portion of the molecule was prepared in good yield by the conversion of (S)-10 to the corresponding enantiomerically and diastereomerically-pure acetonide (2R,4R)-3 by a recycle protocol involving diastereoselective crystallization of the tosylate salt, followed by re-equilibration of the mother liquor and crystallization. The right-hand triazolone moeity (2S,3R)-4 was generated by alkyaltion of triazolone 6 with enantiomerically pure cyclic sulfate (4R,5R)-7 under mild and essentially non-hazardous reaction conditions (TDA-1, K 2CO3, acetonitrile).