190970-10-6

Upstream product

• 20031-21-4 1,2-O-isopropylidene-α-D-xylose 
• 58479-61-1 tert-butylchlorodiphenylsilane 
• 114861-14-2 1,2-O-isopropylidene-5-O-(t-butyldiphenylsilyl)-α-D-xylofuranose 
• 75783-45-8 (3aR,5R,6aS)-5-[[(tert-butyldiphenylsilyl)oxy]methyl]-2,2-dimethyltetrahydro-2H-furo[2,3-d][1,3]dioxol-6-one 

Downstream Products

• 197644-81-8 (2S,3S)-3-O-[2',6'-di-O-benzyl-3',4'-di-O-(2,3-dimethoxybutane-2,3-diyl)-α-D-glucopyranosyl]-1,2-O-isopropylidene-5-O-tert-butyldiphenylsilyl-α-D-ribofuranoside 
• 765942-29-8 (2S,3S,4R)-3,5-O-dibenzyloxy-1,2,4-O-tri-tert-butyldimethylsilyloxypentane 
• 765942-31-2 (2R,3R,4S)-1-[Bis-(4-methoxy-phenyl)-phenyl-methoxy]-2,4,5-tris-(tert-butyl-dimethyl-silanyloxy)-pentan-3-ol 
• 16054-78-7 (2S,3S,4R)-3,5-O-dibenzyloxy-1,2,4-pentanetriol 
• 55735-86-9 3,5-O-dibenzyloxy-1,2-O-isorpopylidene-α-D-ribofuranose 
• 1593691-56-5 3-azido-3-deoxy-5-O-TBDPS-1,2-O-isopropylidene-α-D-xylofuranose 
• 190970-14-0 2,2-Dimethyl-propionic acid (2R,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-[(2R,3R,4R,5R)-4,5-diacetoxy-2-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-furan-3-yloxy]-tetrahydro-pyran-3-yl ester 
• 177412-82-7 Acetic acid (2R,3R,4R,5R)-2-acetoxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-4-((2R,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-3-benzyloxy-tetrahydro-pyran-2-yloxy)-tetrahydro-furan-3-yl ester 

Relevant academic research and scientific papers

Synthesis of Ribonucleosidic Dimers with an Amide Linkage from D-Xylose

An original and efficient stereocontrolled synthesis of ribonucleosidic homo- and heterodimers has been achieved from inexpensive d-xylose. This successful strategy involved the sequential introduction of nucleobases, using two stereocontrolled N-glycosidation reactions, from a common two-furanoside amide-linked scaffold offering the possibility of obtaining any given base sequence. The pertinence of this approach is illustrated through the preparation of the homodimers UU-34 and TT-35 in 18 steps with an excellent overall yield of more than 10% from d-xylose, while the heterodimer route led to UT-39 in 19 steps with around 10% overall yield.

Method for synthesizing 3'-methoxy guanosine

The invention discloses a synthesis method of 3'-methoxy guanosine, belonging to the technical field of medicines. The method comprises the following steps: with 1,2-O-isopropylidene-alpha-D-xylofuranose I as an initial raw material, selectively protectin

CYCLIC DI-NUCLEOTIDE COMPOUNDS AND METHODS OF USE

Disclosed are cyclic-di-nucleotide cGAMP analogs, methods of synthesizing the compounds, pharmaceutical compositions comprising the compounds thereof, and use of compounds and compositions in medical therapy.

A visualizable chain-terminating inhibitor of glycosaminoglycan biosynthesis in developing zebrafish

Heparan sulfate (HS) and chondroitin sulfate (CS) glycosaminoglycans (GAG) are proteoglycan-associated polysaccharides with essential functions in animals. They have been studied extensively by genetic manipulation of biosynthetic enzymes, but chemical to

Independent generation and characterization of a C2′-oxidized abasic site in chemically synthesized oligonucleotides

Abasic lesions, which are formed endogenously and as a consequence of exogenous agents, are lethal and mutagenic. Hydrogen atom abstraction from C2′ in DNA under aerobic conditions produces an oxidized abasic lesion (C2-AP), along with other forms of DNA

An expeditious route to the synthesis of adenophostin A

Glycosylation of 1,2-O-isopropylidene-5-O-tert-butyldiphenylsilyl-α-D-ribofuranose (8) with ethyl 3,4,6-tri-O-acetyl-2-O-1-thio-α/β-D-glucopyranoside (7) under the agency of N-iodosuccinimide and trifluoromethanesulfonic acid afforded α-linked dimer 10 in 95% yield. Acetylation of 13, obtained after hydrogenation of 10 followed by pivaloylation of 11 (→12) and deacetonation, yielded penta-acetate 14. Vorbruggen-type condensation of 14 with bis-trimethylsilyl 6-N-benzoyladenine (9) gave adenosyl glucoside 17. Deacetylation of 17 resulted in migration of the pivaloyl group from the 2'-OH to the 3'-OH of the glucosyl moiety (→18), giving access, after phosphorylation and deprotection, to adenophostin A analog 4 containing two (2'-4')-cis oriented phosphate groups. Vorbrugen-type condensation of 9 with 16, obtained by deacetonation of 10 and subsequent acetylation, gave adenosyl glucoside 22. Protective group manipulations followed by phosphorylation furnished, after deprotection, homogeneous adenophostin A (2) in a high overall yield.

An expeditious route to the synthesis of adenophostin A

Glycosylation of 1,2-O-isopropylidene-5-O-tert-butyldiphenylsilyl-α-D-ribofuranose (8) with ethyl 3,4,6-tri-O-acetyl-2-O-benzyl-1-thio-α/β-D-glucopyranoside (7) under the agency of N-iodosuccinimide and trifluoromethanesulfonic acid (cat.) afforded α-linked dimer 10 in 95% yield. Vorbruggen-type condensation of 12, obtained by deacetonation of 10 and subsequent acetylation, with bis-trimethylsilyl N6-benzoyl adenine gave adenosyl glucoside 13. Protective group manipulations followed by phosphorylation furnished, after deprotection, homogeneous 2 in high overall yield.

Introduction of a New Class of Ligands for the Metal-Catalyzed Enantioselective Synthesis

Protected thiosugars were prepared as ligands for the metal-catalyzed enentioselective synthesis.The protecting groups in these ligands were varied to test a proposed new concept for the metal-catalyzed enentioselective synthesis.This new concept centres