N-[9-[[2-(Acetyloxy)-1-[(acetyloxy)methyl]ethoxy]methyl]-6,9-dihydro-6-oxo-1H-purin-2-yl]acetamide

Base Information

• Chemical Name: N-[9-[[2-(Acetyloxy)-1-[(acetyloxy)methyl]ethoxy]methyl]-6,9-dihydro-6-oxo-1H-purin-2-yl]acetamide
• CAS No.: 86357-14-4
• Molecular Formula: C15H19N5O7
• Molecular Weight: 381.345
• Mol file: 86357-14-4.mol

Synonyms:[2-[(2-acetamido-6-oxo-3H-purin-9-yl)methoxy]-3-acetyloxypropyl] acetate

Chemical Property of N-[9-[[2-(Acetyloxy)-1-[(acetyloxy)methyl]ethoxy]methyl]-6,9-dihydro-6-oxo-1H-purin-2-yl]acetamide

Chemical Property:

• Appearance/Colour: light brown solid
• Melting Point: 174 °C
• PKA: 8.74±0.20(Predicted)
• PSA: 154.50000
• Density: 1.51 g/cm³
• LogP: -0.38010
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: DMSO (Slightly), Methanol (Slightly, Heated)

Purity/Quality:

99% ^*data from raw suppliers

N-Acetyl-di-O-acetyl Ganciclovir ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Ganciclovir derivative.

Technology Process of N-[9-[[2-(Acetyloxy)-1-[(acetyloxy)methyl]ethoxy]methyl]-6,9-dihydro-6-oxo-1H-purin-2-yl]acetamide

There total 11 articles about N-[9-[[2-(Acetyloxy)-1-[(acetyloxy)methyl]ethoxy]methyl]-6,9-dihydro-6-oxo-1H-purin-2-yl]acetamide 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: 85.3%

2-(acetoxymethoxy)-1,3-propanediyl diacetate (86357-13-3) + 2,9-diacetylguanine (3056-33-5) → 9-(1,3-diacetoxy-2-propoxymethyl)-N2-acetylguanine (86357-14-4)

Guidance literature:

With boron trifluoride diethyl etherate; In N,N-dimethyl-formamide; at 100 ℃; for 10h; Solvent; Temperature; Microwave irradiation;

Reference yield: 85.0%

2-(acetoxymethoxy)-1,3-propanediyl diacetate (86357-13-3) + 9-(2',3',5'-tri-O-acetyl-β-D-ribofuranosyl)-N2-acetylguanine → 7-(1,3-diacetoxy-2-propoxymethyl)-N2-acetylguanine (86357-17-7) + 9-(1,3-diacetoxy-2-propoxymethyl)-N2-acetylguanine (86357-14-4) + 1,2,3,5-tetraacetylribose (13035-61-5)

Guidance literature:

With toluene-4-sulfonic acid; In chlorobenzene; for 2h; Heating;

DOI:10.1055/s-1999-6058

Reference yield: 80.0%

ganciclovir (82410-32-0) + acetic anhydride (108-24-7) → 9-(1,3-diacetoxy-2-propoxymethyl)-N2-acetylguanine (86357-14-4)

Guidance literature:

With pyridine; for 6h; Reflux;

upstream raw materials:

2-(acetoxymethoxy)-1,3-propanediyl diacetate

7-(1,3-diacetoxy-2-propoxymethyl)-N²-acetylguanine

2,9-diacetylguanine

ganciclovir

Downstream raw materials:

ganciclovir

ganciclovir

9-<(1-acetoxy-2-hydroxymethyl)ethoxymethyl>guanine