88110-89-8

Basic information

• Product Name: Ganciclovir Mono-O-acetate
• Synonyms: 9-[[2-(Acetyloxy)-1-(hydroxymethyl)ethoxy]methyl]-2-amino-1,9-dihydro- 6H-Purin-6-on;Ganciclovir Mono-O-acetate;9-[[2-(Acetyloxy)-1-(hydroxymethyl)ethoxy]methyl]-2-amino-1,9-dihydro- 6H-Purin-6-one;Ganciclovir-Mono-O-acetate(Mono-O-AcetylGanciclovir);2-[(2-aMino-6-oxo-3,6-dihydro-9H-purin-9-yl)Methoxy]-3-hydroxypropyl acetate;2-[(2-Amino-1,6-dihydro-6-oxo-9H-purin-9-yl)methoxy]-3-acetoxy-1-propanol;Mono-O-acetateGanciclovir;Mono acetyl Ganciclovir
• CAS NO: 88110-89-8
• Molecular Formula: C₁₁H₁₅N₅O₅
• Molecular Weight: 297.27
• EINECS: 1312995-182-4
• Product Categories: Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 88110-89-8.mol
• Article Data: 10

Chemical Properties

• Melting Point: 194-197°C
• Boiling Point: 607.8°C at 760 mmHg
• Flash Point: 321.4°C
• Appearance: /
• Density: 1.66g/cm³
• Vapor Pressure: 1.25E-15mmHg at 25°C
• Refractive Index: 1.691
• Storage Temp.: Refrigerator
• Solubility: DMSO (Slightly), Methanol (Slightly)
• PKA: 9.32±0.20(Predicted)
• CAS DataBase Reference: Ganciclovir Mono-O-acetate(CAS DataBase Reference)
• NIST Chemistry Reference: Ganciclovir Mono-O-acetate(88110-89-8)
• EPA Substance Registry System: Ganciclovir Mono-O-acetate(88110-89-8)

Safety Data

• Hazardous Substances Data: 88110-89-8(Hazardous Substances Data)

Usage

Chemical Properties

White Solid

Uses

Ganciclovir derivative

InChI:InChI=1/C11H15N5O5/c1-6(18)20-3-7(2-17)21-5-16-4-13-8-9(16)14-11(12)15-10(8)19/h4,7,17H,2-3,5H2,1H3,(H3,12,14,15,19)

Upstream product

• 108-05-4 vinyl acetate 
• 96551-29-0 ganciclovir 
• 2466-76-4 N-Acetylimidazole 
• 82410-32-0 ganciclovir 
• 109082-85-1 N²-trityl-9-<(3-hydroxy-2-propoxy-1-trityloxy)methyl>guanine 
• 1429306-17-1 C₄₉H₄₃N₅O₅ 
• 86357-14-4 9-(1,3-diacetoxy-2-propoxymethyl)-N²-acetylguanine 
• 1445-45-0 Trimethyl orthoacetate 

Downstream Products

• 194154-40-0 2-(2-amino-1,6 dihydro-6-oxo-purine-9-yl)-methoxy-3-hydroxy-1-propyl-N-(benzyloxy carbonyl)-L-valinate 
• 194159-22-3 2-(2-amino-1,6 dihydro-6-oxo-purine-9-yl)-methoxy-3 acetoxy-1-propyl-N-(benzyloxycarbonyl)-L-valinate 
• 175865-59-5 L-valine, 2-[(2-amino-1,6-dihydro-6-oxo-9H-purin-9-yl)methoxy]-3-hydroxypropyl ester, hydrochloride 
• 82410-32-0 ganciclovir 
• 64-19-7 acetic acid 

Relevant articles and documents

Synthesis and properties of S-phosphates of some antiviral acyclonucleosides

Suitably protected penciclovir, ganciclovir and 9-[3-hydroxy-2- (hydroxymethyl)propoxy]guanine were converted into their iodo-derivatives which in turn were reacted with trisodium thiophosphate to give the corresponding S-phosphates in good yields.

Method for preparing high-purity mono-acetyl ganciclovir

The invention discloses a method for preparing high-purity mono-acetyl ganciclovir. The method includes steps of carrying out dibutyltin oxide protection on ganciclovir and alcoholic hydroxyl groups;adding products into acetylation reagents and carrying out selective acetylation; carrying out treatment to obtain the mono-acetyl ganciclovir. The ganciclovir is used as a raw material. The method has the advantages that the method is high in raw material conversion rate and good in acetylation selectivity, and the content of the mono-acetyl ganciclovir prepared by the aid of the method can reach99% at least; the synthesis quality of subsequent valganciclovir products can be improved, and the method is high in production efficiency and suitable for large-scale industrial production.

Method for synthesizing high-purity monoacetyl ganciclovir

The invention discloses a method for synthesizing high-purity monoacetyl ganciclovir. The method comprises the following steps: taking ganciclovir as the raw material, using alkyl methoxyl silicon toprotect double hydroxyls of alcoholic hydroxyl group of the raw material, adding an acetylation agent to selectively acetylate, and obtaining the monoacetyl ganciclovir after the processing. The disclosed preparation method is high in conversion rate of the raw material and good in acetylation selectivity, the content of the prepared monoacetyl ganciclovir is 99% or more, the synthesis quality ofthe subsequent valganciclovir product is improved, the production efficiency is high, and the method is suitable for large-scale industrial production.