190315-43-6

Basic information

• Product Name: 1,4-Dideoxy-1,4-epithio-D-ribitol
• Synonyms: 1,4-Dideoxy-1,4-epithio-D-ribitol
• CAS NO: 190315-43-6
• Molecular Weight: 0
• Mol File: 190315-43-6.mol

Chemical Properties

• CAS DataBase Reference: 1,4-Dideoxy-1,4-epithio-D-ribitol(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-Dideoxy-1,4-epithio-D-ribitol(190315-43-6)
• EPA Substance Registry System: 1,4-Dideoxy-1,4-epithio-D-ribitol(190315-43-6)

Safety Data

• Hazardous Substances Data: 190315-43-6(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
1,4-Dideoxy-1,4-epithio-D-ribitol is used as a key intermediate in the synthesis of antiviral and antimicrobial agents due to its unique chemical structure that can be modified to target specific pathogens.
Used in Biotechnology:
1,4-Dideoxy-1,4-epithio-D-ribitol serves as a building block in the development of nucleoside analogs, which are crucial for the study and manipulation of nucleic acids, contributing to advancements in genetic research and therapy.
Used in Glycochemistry:
1,4-Dideoxy-1,4-epithio-D-ribitol is utilized as a synthetic building block for the creation of complex carbohydrates, which have wide-ranging applications in biological systems, including cell recognition, signaling, and structural components of organisms.

Upstream product

• 50-69-1 D-ribose 
• 152006-17-2 2,3-O-isopropylidene-L-lyxono-1,4-lactone 
• 89747-54-6 (3R,4R,5R)-4,5-dihydro-3,4-(O,O)-isopropylidene-5-mesyloxymethyl-2-(3H)-furanone 
• 30725-00-9 2,3-O-isopropylidene-D-ribonic-γ-lactone 
• 5336-08-3 D-Ribono-1,4-lactone 
• 875753-49-4 tert-butyl(((3aS,4R,6aR)-2,2-dimethyltetrahydrothieno[3,4-d][1,3]dioxol-4-yl)methoxy)dimethylsilane 
• 1044813-00-4 5-O-tert-butyldimethylsilyl-2,3-O-isopropylidene-L-lyxonic acid-1,4-lactone 
• 596103-06-9 ((3aS,4R,6aR)-2,2- dimethyltetrahydrothieno[3,4-d][1,3]dioxol-4-yl)methanol 
• 541546-94-5 allyl α,β-D-ribofuranoside 
• 532-20-7 D-Ribose 
• 541546-97-8 1,4-anhydro-2,3,5-tri-O-p-methoxybenzyl-4-thio-D-ribitol 
• 497847-33-3 1,4-dibromo-1,4-dideoxy-2,3,5-tri-O-benzyl-L-lyxitol 
• 291758-10-6 1,4-anhydro-2,3,5-tri-O-benzyl-4-thio-D-ribitol 
• 190315-42-5 (+)-tri-O-acetyl-1-deoxy-4-thio-D-ribose 

Downstream Products

• 596103-06-9 ((3aS,4R,6aR)-2,2- dimethyltetrahydrothieno[3,4-d][1,3]dioxol-4-yl)methanol 
• 291758-13-9 (R)-1,4-anhydro-2-O-(2,4-dimethoxybenzoyl)-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-4-sulfinyl-D-ribitol 
• 291758-12-8 (6aR,9R,9aS)-2,2,4,4-tetraisopropyltetrahydro-6H-thieno[3,2-f][1,3,5,2,4]trioxadisilocin-9-yl 2,4-dimethoxybenzoate 
• 872217-40-8 2,3,5-tri-O-p-methoxybenzyl-1,4-dideoxy-1,4-[[(2S,3S)-2,4-O-benzylidene-3-(sulfooxy)butyl]-(R)-episulfoniumylidene]-D-ribitol 
• 898806-15-0 1,4-anhydro-2-deoxy-2-acetamido-3,5-di-O-benzyl-4-thio-D-arabinitol 
• 898806-16-1 1,4-anhydro-2-deoxy-2-azido-3,5-di-O-benzyl-4-thio-D-arabinitol 
• 541546-97-8 1,4-anhydro-2,3,5-tri-O-p-methoxybenzyl-4-thio-D-ribitol 

Relevant articles and documents

Synthesis of 1-Deoxy-4-thio-D-ribose starting from thiophene-2-carboxylic acid

The de novo synthesis of 1-deoxy-4-thio-D-ribose starting from thiophene-2-carboxylic acid is described, The key step is the cis-dihydroxylation of S-2-acetoxy-2,5-dihydrothiophene, which is obtained by enzymatic alcoholysis.

An improved large scale synthesis of 1,4-anhydro-4-thio-D-ribitol

An improved large scale synthesis of 1,4-anhydro-4-thio-D-ribitol (4) from D-ribose has been accomplished by combining the O-allyl and O-p-methoxybenzyl protecting groups. Compound 4 was obtained in 31% yield in eight steps with three chromatographic sepa

Synthesis of Stable NAD+ Mimics as Inhibitors for the Legionella pneumophila Phosphoribosyl Ubiquitylating Enzyme SdeC

Stable NAD+ analogues carrying single atom substitutions in either the furanose ring or the nicotinamide part have proven their value as inhibitors for NAD+-consuming enzymes. To investigate the potential of such compounds to inhibit

RIBONUCLEIC ACIDs WITH 4'-THIO-MODIFIED NUCLEOTIDES AND RELATED METHODS

Disclosed are messenger RNA molecules and related compositions incorporating a 4'-thio modification in the furanose ring of at least one nucleotide residue, and methods of using these mRNAs to produce an encoded therapeutic protein invivo and to treat or prevent diseases or disorders. In certain embodiments, the 4'-thio modified mRNA provides for enhanced stability and/or reduced immunogenicity in in vivo therapies.

An access to the β-anomer of 4′-thio-C-ribonucleosides: Hydroboration of 1-C-aryl- or 1-C-heteroaryl-4-thiofuranoid glycals and its regiochemical outcome

We have developed a novel method for the synthesis of the β-anomer of 4′-thio-C-ribonucleosides from 3,5-O-(di-tert-butylsilylene)-4- thiofuranoid glycal. Palladium-catalyzed coupling of 1-tributylstannyl-4- thiofuranoid glycal with iodobenzene or a heter

Synthesis of 4'-thiopurine nucleosides using hypervalent iodine compounds

The reaction of a silylated purine base with thiofuranoid using phenyl iodosyl bis(trifluoroacetate) gave 4'-thio purine nucleosides.

4’-THIONUCLEOSIDES AND OLIGOMERIC COMPOUNDS

The present invention provides modified oligomeric compounds and compositions of oligomeric compounds for use in the RNA interference pathway of gene modulation. The modified oligomeric compounds include siRNA and asRNA having at least one affinity modification.

Synthesis and structural elucidation of 1-(3-C-ethynyl-4-thio-β-D-ribofuranosyl)cytosine (4′-thioECyd)

A practical synthesis of 1,4-anhydro-4-thio-D-ribitol (5) via 1,4-dibromo-1,4-dideoxy-2,3,5-tri-O-benzyl-L-lyxitol (12) is described. This method reduced our previous eleven step procedure starting from D-ribose by three steps. The Pummerer reaction of 1,

The stereoselective synthesis of 4'-β-thioribonucleosides via the pummerer reaction

An efficient stereoselective synthesis of 4'-β-thioribonucleosides 14, 15, 27, and 30 using the Pummerer reaction as the key step is described. The Pummerer reaction of 1,4-anhydro-2-O-(2,4-dimethoxybenzoyl)-3,5-O-(1,1,3,3-tetraisopro pyldisiloxane-1,3-di