![](/CAS/GIF/88110-89-8.gif)
Ganciclovir Mono-O-acetate synthesis
- Product Name:Ganciclovir Mono-O-acetate
- CAS Number:88110-89-8
- Molecular formula:C11H15N5O5
- Molecular Weight:297.27
![Vinyl acetate](/CAS/GIF/108-05-4.gif)
108-05-4
564 suppliers
$4.00/1000g
![Ganciclovir](/CAS/GIF/82410-32-0.gif)
82410-32-0
563 suppliers
$5.00/100mg
![Ganciclovir Mono-O-acetate](/CAS/GIF/88110-89-8.gif)
88110-89-8
128 suppliers
$45.00/100mg
Yield: 75.2%
Reaction Conditions:
Stage #1:ganciclovir with triethyl borate in 2-methyltetrahydrofuran for 3 h;Reflux;Large scale;
Stage #2:vinyl acetate with triethylamine at 20; for 6 h;Large scale;
Stage #3: in ethanol at 0 - 20; for 3 h;Large scale;Reagent/catalyst;Solvent;
Steps:
3
500.0 g (1.96 mol, 1.0 eq) of ganciclovir, 314.7 g (2.15 mol, 1.1 eq) of triethyl borate,5.0 kg of 2-methyltetrahydrofuran was added to the reaction vessel, and heated to reflux for 3 hours.The TLC controlled raw material reacted completely to room temperature.595.0 g (5.88 mol, 3.0 eq) of triethylamine was added, and then 421.8 g (4.9 mol, 2.5 eq) of vinyl acetate was added, and the mixture was stirred at room temperature for 6 hours.The ratio of monoacetyl ganciclovirand N,O-diacetyl ganciclovir in the HPLC was 93/5, and the temperature was lowered by 0-10 °C.2.0 kg of ethanol was added dropwise, and the mixture was stirred at room temperature for 3 hours, and the solvent was concentrated under reduced pressure.It was washed once with 500 g of water, and the layers were separated.The ethanol was recrystallized to obtain 438.0 g of colorless crystals, the yield was 75.2%, and the purity was 99.1%.
References:
Anhui Haikang Pharmaceutical Co., Ltd.;Zhang Xiaoshun CN108383840, 2018, A Location in patent:Paragraph 0029; 0035; 0036; 0038; 0052
![1-Acetylimidazole](/CAS/GIF/2466-76-4.gif)
2466-76-4
354 suppliers
$13.00/5g
![Ganciclovir](/CAS/GIF/82410-32-0.gif)
82410-32-0
563 suppliers
$5.00/100mg
![Ganciclovir Mono-O-acetate](/CAS/GIF/88110-89-8.gif)
88110-89-8
128 suppliers
$45.00/100mg
![N-[9-[[2-(Acetyloxy)-1-[(acetyloxy)methyl]ethoxy]methyl]-6,9-dihydro-6-oxo-1H-purin-2-yl]acetamide](/CAS/GIF/86357-14-4.gif)
86357-14-4
148 suppliers
$19.00/5g
![Ganciclovir Mono-O-acetate](/CAS/GIF/88110-89-8.gif)
88110-89-8
128 suppliers
$45.00/100mg
![Ethanamine, N-[(3,5-dichlorophenyl)methylene]-2,2-diethoxy-](/CAS/20210305/GIF/1000210-73-0.gif)
1000210-73-0
0 suppliers
inquiry
![Ganciclovir Mono-O-acetate](/CAS/GIF/88110-89-8.gif)
88110-89-8
128 suppliers
$45.00/100mg
![Trimethyl orthoacetate](/CAS/GIF/1445-45-0.gif)
1445-45-0
338 suppliers
$10.00/5mL
![Ganciclovir](/CAS/GIF/82410-32-0.gif)
82410-32-0
563 suppliers
$5.00/100mg
![Ganciclovir Mono-O-acetate](/CAS/GIF/88110-89-8.gif)
88110-89-8
128 suppliers
$45.00/100mg