20354-32-9

Upstream product

• 60-24-2 2-hydroxyethanethiol 

Downstream Products

• 4669-51-6 2-Chloro-1,3,2-dithiaphospholane 
• 19726-73-9 2-(2-chloro-ethylsulfanyl)-5-methyl-3-phenyl-2,3-dihydro-[1,2]oxaphosphole 2-oxide 
• 38580-66-4 2-Phenoxy-1.3.2-oxathiaphospholan 
• 255901-13-4 N₆,N₆,O₂',O₃'-tetrabenzoyladenosine 
• 320725-59-5 (S)-3-Phenyl-2-(2-thioxo-2λ⁵-[1,3,2]oxathiaphospholan-2-ylamino)-propionic acid methyl ester 
• 475107-24-5 O-(2-thiono-1,3,2-oxathiaphospholanyl)-N-(tert-butoxycarbonyl)tyrosine methyl ester 
• 722508-58-9 (S)-1-Trityl-pyrrolidine-2-carboxylic acid (2-thioxo-2λ⁵-[1,3,2]oxathiaphospholan-2-yl)-amide 
• 722508-56-7 N-(N-trityl-L-prolinamido)-2-seleno-1,3,2-oxathiaphospholane 
• 1054647-48-1 C₂₅H₂₃N₂O₉PS 
• 462104-08-1 Acetic acid (2R,3S,5R)-5-(6-benzoylamino-purin-9-yl)-2-(2-thioxo-2λ⁵-[1,3,2]oxathiaphospholan-2-yloxymethyl)-tetrahydro-furan-3-yl ester 
• 193093-37-7 Acetic acid (2R,3S,5R)-5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-2-(2-thioxo-2λ⁵-[1,3,2]oxathiaphospholan-2-yloxymethyl)-tetrahydro-furan-3-yl ester 
• 186500-26-5 1-[(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-([1,3,2]oxathiaphospholan-2-yloxy)-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione 
• 722508-21-6 N-(2-sulfido-1,3,2-oxathiaphospholan-2-yl)benzamide 
• 1147100-77-3 C₁₃H₁₇N₂O₃PS₂ 

Relevant academic research and scientific papers

Compounds having phosphorodithioate linkages of high chiral purity

Sequence-specific phosphorothioate oligonucleotides comprising nucleoside units which are joined together by either substantially all Sp or substantially all Rp phosphorothioate intersugar linkages are provided. Such sequence-specific phosphorothioate oligonucleotides having substantially chirally pure intersugar linkages are prepared by enzymatic or chemical synthesis. Sequence-specific phosphorodithioate oligonucleotides are also provided. Such sequence-specific phosphorodithioate oligonucleotides are prepared by chemical synthesis. They are especially well suited as diagnostics, therapeutics and research reagents.

Oligonucleotides for modulating cytomegalovirus having phosphorothioate linkages of high chiral purity

Sequence-specific phosphorothioate oligonucleotides comprising nucleoside units which are joined together by either substantially all Sp or substantially all Rp phosphorothioate intersugar linkages are provided. Such sequence-specific phosphorothioate oligonucleotides having substantially chirally pure intersugar linkages are prepared by enzymatic or chemical synthesis. They are especially well suited as diagnostics, therapeutics, and research reagents in instances of retinitis caused by cytomegalovirus.

Oligonucleotides for modulating hepatitis C virus having phosphorothioate linkages of high chiral purity

Sequence-specific phosphorothioate oligonucleotides comprising nucleoside units which are joined together by either substantially all Sp or substantially all Rp phosphorothioate intersugar linkages are provided. Such sequence-specific phosphorothioate oligonucleotides having substantially chirally pure intersugar linkages are prepared by enzymatic or chemical synthesis.

Solid phase oligonucleotide synthesis using phospholane intermediates

Methods and compounds are provided for solid phase synthesis of oligonucleotides and related polymers by condensing protected monomer-O- 1,3,2-dichalcogen-substituted-phospholane! synthons in the presence of a catalytic base. Compounds of the invention include 2-N-substituted-1,3,2-dichalcogen-substituted-phospholane precursors of the above synthons, the protected monomer-O- 1,3,2-dichalcogen-substituted-phospholane! synthons, and P-chiral oligonucleotides and related P-chiral polymers.

Diastereomers of nucleoside 3'-O-(2-thio-1,3,2-oxathia(selena)phospholanes): Building blocks for stereocontrolled synthesis of oligo(nucleoside phosphorothioate)s

Diastereomerically pure 5'-O-DMT-nucleoside 3'-O-(2-thio-1,3,2-oxathiaphospholanes) (3) and their oxathiaphospholane ring-substituted analogues (20) were used for the synthesis of stereoregular oligo(nucleoside phosphorothioate)s (S-Oligos). The oxathiaphospholane ring-opening condensation requires the presence of strong organic base, preferably DBU. The yield of a single coupling step is ca. 95% and resulting S-Oligos are free of nucleobase- and sugar-phosphorothioate backbone modifications. The diastereomeric purity of products was estimated on the basis of diastereoselective degradation with Nuclease P1 and a mixture of snake venom phosphodiesterase and Serratia marcescens endonuclease. Thermal dissociation studies of heteroduplexes S-Oligos/DNA and S-Oligos/RNA showed that their stability is stereochemistry- and sequence-dependent.