142941-57-9

Usage

Chemical structure

A complex molecule with a variety of functional groups, including a thiol group, a dideoxy sugar moiety, and a pyrimidine ring.

Functional groups

Thiol group, dideoxy sugar moiety, and pyrimidine ring.

Potential applications

Medicinal chemistry, as an inhibitor or substrate for enzymes involved in nucleotide metabolism.

Significance

Unique structure and properties make it a promising candidate for further study in drug discovery and chemical biology.

Stereochemistry

L-threo-pentitol indicates the stereochemistry of the sugar moiety.

Anhydro ring

1,4-anhydro refers to the absence of an oxygen atom between carbons 1 and 4, forming a carbon-carbon bond instead.

Dideoxy sugar

2,3-dideoxy indicates the absence of two oxygen atoms, one on each of the carbons 2 and 3 in the sugar moiety.

Pyrimidine ring

2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl is a part of the molecule that contains a six-membered nitrogen-containing ring with two oxygen atoms at positions 2 and 4, and a hydrogen atom at position 3.

Thioether linkage

The presence of a sulfur atom (S) in the molecule, connecting the dideoxy sugar moiety to the pyrimidine ring.

Upstream product

• 142941-52-4 (3'R,5'R)-1-<5'-<(benzyloxy)methyl>tetrahydro-3'-thienyl>pyrimidine-2,4-(1H,3H)-dione 
• 582-52-5 1,2:5,6-diacetone-D-glucose 
• 4495-06-1 (3R,5S)-5-((S)-1,2-Dihydroxy-ethyl)-tetrahydro-furan-2,3-diol 
• 109905-51-3 (2S,4S)-1,2:4,5-dianhydro-3-deoxypentitol 
• 132813-66-2 (3R,5R)-5-<(benzyloxy)methyl>tetrahydrothiophen-3-ol 
• 132813-66-2 (3S,5R)-5-<(benzyloxy)methyl>tetrahydrothiophen-3-ol 
• 142952-68-9 (2R,4S)-2-benzoyloxy-5-benzyloxy-1,4-bis<(methylsulfonyl)oxy>pentane 
• 142941-46-6 methyl 2-O-benzoyl-5-O-benzyl-3-deoxy-D-erythropentofuranoside 
• 132813-67-3 (2R,4S)-4-benzoyloxy-2-<(benzyloxy)methyl>tetrahydrothiophene 
• 142941-49-9 (2R,4S)-2-benzoyloxy-5-(benzyloxy)pentane-1,4-diol 
• 142941-51-3 (2R,4S)-2-<(benzyloxy)methyl>-4-<(methylsulfonyl)oxy>tetrahydrothiophene 
• 132813-61-7 (3R,5S)-5-Benzyloxymethyl-2-methoxy-tetrahydro-furan-3-ol 
• 143037-49-4 α-D-1,2:5,6-di-O-isopropylidene-3-O-[(methylthio)thiocarbonyl]-glucofuranose 
• 114861-25-5 (3R,5S)-5-(benzyloxymethyl)tetrahydrofuran-2,3-diol 

Relevant academic research and scientific papers

Synthesis and testing of new modified nucleosides

New efficient routes for the high-yielding synthesis of several classes of modified nucleosides have been developed. We have prepared both the D- and L-enantiomers of the methylene-expanded oxetanocin isonucleosides 1a-c and the L-2',3'-dideoxy isonucleosides 2abc (both the oxa and thia analogues) as well as new routes for the preparation of L-ribose and 2-deoxy L-ribose 3ab and their modified nucleosides 4.

Enantiospecific total synthesis of L-2',3'-dideoxyisonucleosides via regioselective opening of optically active C2-symmetric 1,4-pentadiene bis- epoxide

A new method for the synthesis of L-2',3'-dideoxyisonucleosides is described. The readily available, optically active C2-symmetric bis-epoxide (2S,4S)-1,2:4,5-diepoxypentane (5) was prepared by a short route from readily available starting mate

Enantiospecific Synthesis of 3'-Hetero-dideoxy Nucleoside Analogues as Potential Anti-HIV Agents

Two series of analogues of 2',3'-dideoxy carbocyclic nucleosides, in which the 3'-carbon atom is replaced by either an oxygen or a sulfur atom, have been prepared enantiospecifically from diacetone-L-glucose and diacetone-D-glucose respectively.Within eac

TETRAHYDROTHIOPHENE NUCLEOSIDES AS POTENTIAL ANTI-HIV AGENTS

A series of novel tetrahydrothiophene nucleosides have been prepared in homochiral form from D-glucose and assessed as anti-HIV agents in whole cell assay.