130676-57-2

Basic information

• Product Name: 2',3'-Didehydro-2',3'-dideoxy-5'-acetate inosine
• Synonyms: 2',3'-Didehydro-2',3'-dideoxy-inosine 5'-acetate;2',3'-didehydro-2',3'-dideoxy-5'-acetate inosine;5-O-Acetyl-2`,3`-dideoxy-2`,3`-didehydroinosine;5-O-ACETYL-2'',3''-DIDEOXY-DIDEHYDROINOSINE
• CAS NO: 130676-57-2
• Molecular Formula: C12H12N4O4
• Molecular Weight: 276.251
• Mol File: 130676-57-2.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• Density: 1.60
• CAS DataBase Reference: 2',3'-Didehydro-2',3'-dideoxy-5'-acetate inosine(CAS DataBase Reference)
• NIST Chemistry Reference: 2',3'-Didehydro-2',3'-dideoxy-5'-acetate inosine(130676-57-2)
• EPA Substance Registry System: 2',3'-Didehydro-2',3'-dideoxy-5'-acetate inosine(130676-57-2)

Safety Data

• Hazardous Substances Data: 130676-57-2(Hazardous Substances Data)

Usage

Uses

2'',3''-Didehydro-2'',3''-dideoxy-5''-acetate Inosine is an impurity of Inosine Pranobex, a formulation that is known to positively impact a host’s immune system.

Upstream product

• 108-24-7 acetic anhydride 
• 58-63-9 Inosine 
• 65870-99-7 2',3'-O-(1-methoxyethylidene)inosine 
• 125790-82-1 9-(2,5-di-O-acetyl-3-bromo-3-deoxy-β-D-xylofuranosyl)-1,9-dihydro-6H-purine-6-one 

Downstream Products

• 389128-17-0 O⁶-benzyl-5'-O-dibenzyloxyphosphoryl-2',3'-dideoxyinosine 
• 389128-13-6 5'-O-acetyl-2',3'-dideoxy-O⁶-(2,4,6-triisopropylbenzenesulfonyl)inosine 
• 389128-15-8 2',3'-dideoxy-O⁶-(2,4,6-triisopropylbenzenesulfonyl)inosine 
• 389128-16-9 O⁶-benzyl-2',3'-dideoxyinosine 
• 130676-58-3 5'-O-acetyl-2',3'-dideoxyinosine 
• 42867-68-5 2',3'-didehydro-2',3'-dideoxyinosine 

Relevant articles and documents

Synthesis of 2',3'-dideoxy-2',3'-didehydro nucleosides via a serendipitous route.

This paper describes a "green" synthesis of 2',3'-unsaturated 2',3'-dideoxynucleosides via an electrochemical reaction. Using this approach d4T, d4U, ddA and ddI can be synthesized in high yields.

Synthesis of haptens for the development of immunoassays for the monitoring of intracellular anti-HIV nucleosides and nucleotides

A series of nine modified dideoxynucleosides and dideoxynucleotides has been synthesized for preparing antigenic conjugates with keyhole lympet haemocyanin in order to produce specific antibodies, and develop immunoassays. Derivatives of ddI, ddA, d4T, 3TC, and the corresponding 5′-O-monophosphates were designed incorporating an amino spacer at the base for conjugation with the proteinic antigenic carrier.

An efficient and general synthesis of 5'-esters of 2',3'-didehydro-2',3'-dideoxynucleosides: A facile opening of 2',3'-orthoacetates of ribonucleosides followed by reductive elimination of the halogenoacetates

A three-step reaction sequence from a ribonucleoside to give the corresponding 5'-O-acyl-2',3'-didehydro-2',3'-dideoxynucleoside is described. The key intermediate is the bromoacetate, made by reaction of the 2',3'-methoxyethylidine nucleoside with acetyl bromide. Reductive elimination of the bromoacetate using a zinc-copper couple furnishes the desired compounds in good overall yield.