59277-99-5

Basic information

• Product Name: 2-[(2,6-dichloro-9H-purin-9-yl)methoxy]ethyl acetate
• Synonyms: ethanol, 2-[(2,6-dichloro-9H-purin-9-yl)methoxy]-, acetate (ester)
• CAS NO: 59277-99-5
• Molecular Formula: C₁₀H₁₀Cl₂N₄O₃
• Molecular Weight: 305.1174
• Mol File: 59277-99-5.mol

Chemical Properties

• Boiling Point: 431.4°C at 760 mmHg
• Flash Point: 214.7°C
• Density: 1.6g/cm³
• Vapor Pressure: 1.2E-07mmHg at 25°C
• Refractive Index: 1.651
• CAS DataBase Reference: 2-[(2,6-dichloro-9H-purin-9-yl)methoxy]ethyl acetate(CAS DataBase Reference)
• NIST Chemistry Reference: 2-[(2,6-dichloro-9H-purin-9-yl)methoxy]ethyl acetate(59277-99-5)
• EPA Substance Registry System: 2-[(2,6-dichloro-9H-purin-9-yl)methoxy]ethyl acetate(59277-99-5)

Safety Data

• Hazardous Substances Data: 59277-99-5(Hazardous Substances Data)

Usage

General Description

2-[(2,6-dichloro-9H-purin-9-yl)methoxy]ethyl acetate is a chemical compound with the molecular formula C12H13Cl2N5O4. It is a derivative of the purine nucleoside adenosine and is commonly used as a building block for the synthesis of nucleoside analogs for antiviral and antitumor drugs. The compound is known for its potent antiviral activity and has been studied for its potential use in treating viral infections, including herpes and hepatitis B. It acts by inhibiting the replication of viral DNA and RNA, making it a promising candidate for the development of new antiviral medications. Additionally, the compound has shown potential as a cytotoxic agent in the treatment of certain types of cancer. Overall, 2-[(2,6-dichloro-9H-purin-9-yl)methoxy]ethyl acetate is a versatile and important chemical compound with a wide range of potential pharmaceutical applications.

Upstream product

• 81777-40-4 2-acetoxyethoxymethyl bromide 
• 5451-40-1 2,6 dichloropurine 
• 999-97-3 1,1,1,3,3,3-hexamethyl-disilazane 
• 59278-00-1 2-acetoxyethyl acetoxymethyl ether 
• 104-15-4 toluene-4-sulfonic acid 
• 646-06-0 1,3-DIOXOLANE 
• 108-24-7 acetic anhydride 

Downstream Products

• 59277-89-3 acycloguanosine 

Relevant articles and documents

Efficient synthesis of α-branched purine-based acyclic nucleosides: Scopes and limitations of the method

An efficient route to acylated acyclic nucleosides containing a branched hemiaminal ether moiety is reported via three-component alkylation of N-heterocycle (purine nucleobase) with acetal (cyclic or acyclic, variously branched) and anhydride (preferentially acetic anhydride). The procedure employs cheap and easily available acetals, acetic anhydride, and trimethylsilyl trifluoromethanesulfonate (TMSOTf). The multi-component reaction is carried out in acetonitrile at room temperature for 15 min and provides moderate to high yields (up to 88%) of diverse acyclonucleosides branched at the aliphatic side chain. The procedure exhibits a broad substrate scope of N-heterocycles and acetals, and, in the case of purine derivatives, also excellent regioselectivity, giving almost exclusively N-9 isomers.

Microwave-assisted regioselective synthesis of acyclic nucleosides through an alkylating reaction with 2-oxa-1,4-butanediol diacetate

An efficient and green procedure for the synthesis of purine acyclic nucleosides through microwave-assisted, alkylation of various purine nucleobases with 2-oxa-1,4-butanediol diacetate in the absence of solvent and catalyst is described. The advantages of using this method include its environmental friendliness, simple manipulation, short reaction time, high regioselectivity, and good yields.

2-Amido-9-(2-acyloxyethoxymethyl)hypoxanthines

Method of preparing 9-(2-hydroxyethoxymethyl)guanine which comprises preparing the compound STR1 wherein R and R1 are hydrogen, lower alkyl and phenyl and then hydrolyzing same. 9-(2-hydroxyethoxymethyl)guanine is useful as an antiviral.