23202-83-7

Upstream product

• 4118-63-2 3,5-anhydro-1,2-O-isopropylidene-α-D-xylofuranose 
• 153974-94-8 (3aR,5R,6S,6aR)-5-((3aR,5R,6S,6aR)-5-Benzyloxymethyl-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yloxymethyl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-ol 
• 100-51-6 benzyl alcohol 
• 100-39-0 benzyl bromide 
• 20031-21-4 1,2-O-isopropylidene-α-D-xylose 
• 6893-65-8 1,2-di-O-isopropylidene-5-O-tosyl-D-xylofuranose 
• 532-20-7 α-D-xylofuranose 
• 78038-31-0 Methyl 5-O-benzyl-α,β-D-ribofuranoside 
• 77-76-9 2,2-dimethoxy-propane 
• 189151-47-1 methyl 3-O-allyl-5-O-benzyl-β-D-ribofuranoside 
• 33746-39-3 3-O-allyl-1,2:5,6-di-O-isopropylidene-α-D-allofuranose 
• 205191-96-4 3-O-allyl-5-O-benzyl-1,2-O-isopropylidene-α-D-ribofuranose 
• 156742-37-9 (R)-1-[(3aR,5R,6R,6aR)-6-(allyloxy)-tetrahydro-2,2-dimethylfuro[2,3-d][1,3]dioxol-5-yl]ethane-1,2-diol 
• 158895-35-3 3-O-Allyl-1,2-O-isopropylidene-α-D-ribofuranose 

Downstream Products

• 307980-34-3 2-Bromo-propionic acid (3aR,5R,6S,6aR)-5-benzyloxymethyl-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl ester 
• 328123-50-8 (1R,4R)-2-(Diphenyl-phosphinothioyl)-7,7-dimethyl-bicyclo[2.2.1]hept-2-ene-1-carboxylic acid ((S)-1-hydroxymethyl-2,2-dimethyl-propyl)-amide 
• 2592-42-9 5-O-benzyl-1,2-O-isopropylidene-α-D-ribofuranose 
• 669015-54-7 ((3aR,5R,6R,6aR)-5-Benzyloxymethyl-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yloxy)-tert-butyl-dimethyl-silane 
• 669015-55-8 [2-((3aR,5R,6R,6aR)-6-Hydroxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-ethyl]-phosphonic acid dibenzyl ester 
• 669015-56-9 [2-((3aR,5R,6R,6aR)-6-Hydroxy-2,2,6-trimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-ethyl]-phosphonic acid dibenzyl ester 
• 669015-59-2 (3R,4R)-dibenzyl-3-formyloxy-4-methyl-O-benzyl-5-oxopentylphosphonate 
• 669015-57-0 1,2-O-isopropylidene-3-C-methyl-O-benzyl-5,6-deoxy-6-dibenzylphosphono-α-D-allofuranose 
• 568579-46-4 (R)-4-Bromo-octanoic acid (3aR,5R,6S,6aR)-5-benzyloxymethyl-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl ester 
• 264230-05-9 3-O-(3',4'-di-O-acetyl-2',6'-di-O-benzyl-α-D-glucopyranosyl)-5-O-benzyl-1,2-O-isopropylidene-α-D-ribofuranoside 
• 1009818-08-9 (2R,3R,4R)-2-((benzyloxy)methyl)-5-methoxytetrahydrofuran-3,4-diol 
• 1310019-04-5 1,2-O-isopropylidene-5-O-benzyl-3-deoxy-3-dibenzylamino-α-D-ribofuranose 
• 1310018-99-5 1,2-O-isopropylidene-5-O-benzyl-3-deoxy-3-benzylamino-α-D-ribofuranose 
• 1310019-00-1 (2S,3R,4S,5S)-2-allyl-4-benzylamino-5-(benzyloxymethyl)tetrahydrofuran-3-ol 

Relevant academic research and scientific papers

NOVEL STING AGONISTS

The present invention provides compounds of Formula I′: wherein , W, X, Y, Z, Z1, Z2, R1, R2, R3, R4 and R5 are as defined herein, or a stereoisomer, tautomer, pharmaceutically acceptable salt, prodrug ester or solvate form thereof, wherein all of the variables are as defined herein. These compounds are effective at modulating the STING protein and thus can be used as medicaments for treating or preventing disorders affected by the agonism of STING.

Synthesis of a 3′-Fluoro-3′-deoxytetrose Adenine Phosphonate

A new synthetic route to a 3′-fluoro-3′-deoxytetrose adenine phosphonate has been developed. The synthesis starts from l-xylose and key steps include the stereospecific introduction of the phosphonomethoxy group and adenine. In addition, a regioselective

High 1,3-trans stereoselectivity in nucleophilic substitution at the anomeric position and β-fragmentation of the primary alkoxyl radical in 3-amino-3-deoxy-ribofuranose derivatives: Application to the synthesis of 2- epi -(-)-jaspine B

The high inverse stereoselectivity in the nucleophilic substitution at the anomeric position of 3-amino-3-deoxy-ribofuranose derivatives is reported. This unprecedented stereoselectivity is explained in terms of preferential nucleophilic attack on the "inside face" of the respective five-membered ring oxocarbenium ion that orients pseudoequatorially to the benzylamine group placed at the C-3 position. In addition, an unusual β-fragmentation of a primary alkoxyl radical generated from its corresponding N-phthalimide derivative was achieved, and thus taking advantages of both reactions, the total synthesis of 2-epi-(-)-jaspine B was completed.

Novel L-xylose derivatives as selective sodium-dependent glucose cotransporter 2 (SGLT2) inhibitors for the treatment of type 2 diabetes

The prevalence of diabetes throughout the world continues to increase and has become a major health issue. Recently there have been several reports of inhibitors directed toward the sodium-dependent glucose cotransporter 2 (SGLT2) as a method of maintaining glucose homeostasis in diabetic patients. Herein we report the discovery of the novel O-xyloside 7c that inhibits SGLT2 in vitro and urinary glucose reabsorption in vivo. 2009 American Chemical Society.

HSCN condensation with ulosides: preferred formation of carbohydrate-fused hemiaminals of the 4-hydroxy-1,3-oxazolidine-2-thione type

Selected ulofuranosides and ulopyranosides react with thiocyanic acid to give good yields of stable carbohydrate-fused hemiaminal 1,3-oxazolidine-2-thiones.

Synthesis and biochemical evaluation of O-acetyl-ADP-ribose and N-acetyl analogs

Synthetic routes for the preparation of O-acetyl-ADP-ribose and two novel non-hydrolyzable analogs containing an N-acetyl are described and shown to interact with the macro domain of histone protein H2A1.1. The Royal Society of Chemistry.

O-acetyl-ADP-ribose non-hydrolyzable analogs

Compounds, compositions and methods for modulating cell death in target cells, particularly cancer cells are provided. The compounds are analogs of O-acetyl-ADP-ribose (OAADPr).

(3R,4S)-3,4,5-Trihydroxy-4-methylpentylphosphonic acid, an isosteric phosphonate analogue of 2-C-methyl-D-erythritol 4-phosphate, a key intermediate in the new pathway for isoprenoid biosynthesis

2-C-Methyl-D-erythritol 4-phosphate (MEP) is the first intermediate in the mevalonate-independent pathway for isoprenoid biosynthesis presenting the branched C5 isoprene skeleton. Enantiopure (3R,4S)-3,4,5-trihydroxy- 4-methylpentylphosphonic a

Synthesis of enantiomerically pure alkylated D-erythritols and D-threitols from D-xylose-structural influences on their mesophasic behavior

1-O-Alkyl and 2-O-alkyl-D-threitol enantiomers were derived from 5-O-alkyl and 5-O-benzyl-1,2-O-isopropylidene-α-D-xylofuranoses. The analogous erythritol derivatives were also obtained from the same precursors via analogous D-ribose monoacetals. Mesophas

Synthesis of anomerically pure vinyl sulfone-modified pent-2-enofuranosides and hex-2-enopyranosides: A group of highly reactive Michael acceptors for accessing carbohydrate based synthons

Syntheses of the benzyl or the trityl protected α- and β-anomers of vinyl sulfone-modified pent-2-enofuranosides have been initiated by the ring opening of the suitably masked methyl α-lyxofuranosyl-epoxide or methyl β-ribofuranosyl-epoxide or by the nucleophilic displacement of the leaving groups in benzyl protected 3-O-tosyl xylofuranoside and 3-O-mesyl ribofuranoside by p-thiocresol. In case of the latter set of starting materials, α- and β-methyl glycosides formed in almost equal ratio only from the derivatives of D-xylose. For the synthesis of α- and β-anomers of vinyl sulfone-modified hex-2-enopyranosides, a D-glucose derivative was selected over a D-allose derivative as the starting material because the former almost exclusively produced the required methyl pyranosides whereas the latter produced a mixture. All sulfides were converted to vinyl sulfone-modified carbohydrates by the sequential application of oxidation, mesylation and base induced elimination reactions.