9-[(2-Acetoxyethoxy)methyl]-N2-acetylguanine

Base Information

• Chemical Name: 9-[(2-Acetoxyethoxy)methyl]-N2-acetylguanine
• CAS No.: 75128-73-3
• Molecular Formula: C12H15N5O5
• Molecular Weight: 309.282
• Hs Code.: 2933599550
• Mol file: 75128-73-3.mol

Synonyms:9-[(2-Acetoxyethoxy)methyl]-N2-acetylguanine;N2-Acetyl-9-(2-acetoxyethoxymethyl)guanine;2,9-diacetylacyclovir;2-{[2-(acetylamino)-6-oxo-3,6-dihydro-9H-purin-9-yl]methoxy}ethyl acetate;9-[(2-Acetoxyethoxy)methyl]-acetylguanine;acetamide, N-[9-[[2-(acetyloxy)ethoxy]methyl]-6,9-dihydro-6-oxo-1H-purin-2-yl]-;

Chemical Property of 9-[(2-Acetoxyethoxy)methyl]-N2-acetylguanine

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Melting Point: 204 °C
• Refractive Index: 1.654
• PKA: 8.77±0.20(Predicted)
• PSA: 128.20000
• Density: 1.53 g/cm³
• LogP: -0.31180
• Storage Temp.: 2-8°C
• Solubility.: DMSO (Slightly), Methanol (Slightly)

Purity/Quality:

99% ^*data from raw suppliers

AcyclovirN,O-Diacetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Uses: An impurity of Acyclovir

Technology Process of 9-[(2-Acetoxyethoxy)methyl]-N2-acetylguanine

There total 36 articles about 9-[(2-Acetoxyethoxy)methyl]-N2-acetylguanine 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: 95.1%

2-acetoxyethyl acetoxymethyl ether (59278-00-1) + 2,9-diacetylguanine (3056-33-5) → 2-acetylamino-9-(2-acetoxyethoxymethyl)purine-6-one (75128-73-3)

Guidance literature:

at 105 ℃; for 80h;

DOI:10.1021/jo982304y

Reference yield: 94.0%

diacetyl guanine + 2-acetoxyethyl acetoxymethyl ether (59278-00-1) → 2-acetylamino-9-(2-acetoxyethoxymethyl)purine-6-one (75128-73-3)

Guidance literature:

In methanol; dichloromethane;

Reference yield: 91.0%

diacetylguanine + diacetyl guanine + 2-acetoxyethyl acetoxymethyl ether (59278-00-1) → 2-acetylamino-9-(2-acetoxyethoxymethyl)purine-6-one (75128-73-3)

Guidance literature:

In methanol; toluene;

upstream raw materials:

2-acetoxyethyl acetoxymethyl ether

2-amino-1,9-dihydro-6H-purin-6-one

acetic anhydride

2-methoxy-ethanol

Downstream raw materials:

9-<(2-acetoxyethoxy)methyl>-2-acetylamino-6-(2,4,6-triisopropylbenzenesulfonyloxy)-9H-purine

9-<(2-acetoxyethoxy)methyl>-2-acetylamino-6-(p-toluenesulfonyloxy)-9H-purine

9-<(2-acetoxyethoxy)methyl>-2-N-acetyl-6-O-(diphenylcarbamoyl)guanine

acycloguanosine

Refernces

• 1、 -. "Production method for diacetylacyclovir". Paragraph 0020-0067. . Retrieved 2020/03/05.
• 2、 Lazrek, Hassan B.,Baddi, Laila,Smietana, Michael,Vasseur, Jean-Jacques,Sebti, Said,Zahouily, Mohamed. "One-pot synthesis of antiviral acyclovir and other nucleosides derivatives using doped natural phosphate as Lewis acid catalyst". . p. 1107 - 1112. Retrieved 2008/12/23.