Ganciclovir Mono-O-acetate

Base Information

• Chemical Name: Ganciclovir Mono-O-acetate
• CAS No.: 88110-89-8
• Molecular Formula: C11H15 N5 O5
• Molecular Weight: 297.271
• Mol file: 88110-89-8.mol

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

Chemical Property of Ganciclovir Mono-O-acetate

Chemical Property:

• Vapor Pressure: 1.25E-15mmHg at 25°C
• Melting Point: 194-197°C
• Refractive Index: 1.691
• Boiling Point: 607.8°C at 760 mmHg
• PKA: 9.32±0.20(Predicted)
• Flash Point: 321.4°C
• PSA: 145.35000
• Density: 1.66g/cm³
• LogP: -0.81890
• Storage Temp.: Refrigerator
• Solubility.: DMSO (Slightly), Methanol (Slightly)

Purity/Quality:

99% ^*data from raw suppliers

GanciclovirMono-O-acetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Ganciclovir derivative

Technology Process of Ganciclovir Mono-O-acetate

There total 10 articles about Ganciclovir Mono-O-acetate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 92.0%

C49H43N5O5 (1429306-17-1) → 9-<(1-acetoxy-2-hydroxymethyl)ethoxymethyl>guanine (88110-89-8)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 15 ℃; for 3.16667h;

DOI:10.1080/00397911.2011.651249

Reference yield: 75.7%

N-Acetylimidazole (2466-76-4) + ganciclovir (82410-32-0) → 9-<(1-acetoxy-2-hydroxymethyl)ethoxymethyl>guanine (88110-89-8)

Guidance literature:

ganciclovir; With Trimethyl borate; In toluene; for 5h; Reflux; Large scale;

N-Acetylimidazole; With triethylamine; at 20 ℃; for 6h; Large scale;

In methanol; at 0 - 20 ℃; for 2h; Reagent/catalyst; Solvent; Large scale;

Reference yield: 75.7%

N-Acetylimidazole (2466-76-4) + ganciclovir (96551-29-0) → C11H15N5O5 (88110-89-8)

Guidance literature:

ganciclovir; With Trimethyl borate; In toluene; for 5h; Reflux;

N-Acetylimidazole; With triethylamine; In toluene; at 20 ℃; for 6h; Reagent/catalyst; Solvent;

upstream raw materials:

Trimethyl orthoacetate

ganciclovir

9-(1,3-diacetoxy-2-propoxymethyl)-N²-acetylguanine

C₄₉H₄₃N₅O₅

Downstream raw materials:

2-(2-amino-1,6 dihydro-6-oxo-purine-9-yl)-methoxy-3-hydroxy-1-propyl-N-(benzyloxy carbonyl)-L-valinate

2-(2-amino-1,6 dihydro-6-oxo-purine-9-yl)-methoxy-3 acetoxy-1-propyl-N-(benzyloxycarbonyl)-L-valinate

L-valine, 2-[(2-amino-1,6-dihydro-6-oxo-9H-purin-9-yl)methoxy]-3-hydroxypropyl ester, hydrochloride

ganciclovir

Refernces

• 1、 -. "Method for preparing high-purity mono-acetyl ganciclovir". Paragraph 0033; 0034; 0043; 0045; 0050. . Retrieved 2018/09/08.
• 2、 -. "Method for synthesizing high-purity monoacetyl ganciclovir". Paragraph 0030; 0031; 0033; 0034; 0040-0051; 0054; 0055. . Retrieved 2018/10/04.