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 
• 100-44-7 benzyl chloride 
• 100-52-7 benzaldehyde 
• 78038-31-0 Methyl 5-O-benzyl-α,β-D-ribofuranoside 
• 77-76-9 2,2-dimethoxy-propane 
• 34311-63-2 5-O-benzyl-3-oxo-1,2-O-isopropylidene-α-D-xylofuranose 
• 14686-89-6 (1,2:5,6)-di-O-isopropylidene-D-gulose 
• 205191-96-4 3-O-allyl-5-O-benzyl-1,2-O-isopropylidene-α-D-ribofuranose 
• 189151-47-1 methyl 3-O-allyl-5-O-benzyl-β-D-ribofuranoside 

Downstream Products

• 34311-63-2 5-O-benzyl-3-oxo-1,2-O-isopropylidene-α-D-xylofuranose 
• 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 
• 77735-64-9 3-O-acetyl-5-O-benzyl-1,2-O-isopropylidene-α-D-xylofuranose 
• 568579-45-3 Bromo-acetic acid (3aR,5R,6S,6aR)-5-benzyloxymethyl-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl ester 
• 2592-59-8 5-O-benzyl-1,2-O-isopropylidene-3-O-methanesulphonyl-α-D-xylofuranoside 
• 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 
• 352530-47-3 Chloro-acetic acid (3aR,5R,6S,6aR)-5-benzyloxymethyl-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl ester 
• 785805-83-6 (3S)-3-azido-5-O-benzyl-3-deoxy-1,2-O-isopropylidene-3-C-methoxycarbonyl-α-D-erythro-pentose 
• 785805-82-5 5-O-benzyl-1,2-O-isopropylidene-3-C-trichloromethyl-α-D-ribose 
• 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 

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.

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).

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.

(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

An asymmetric Kharasch reaction mediated by D-xylose: Long range diastereocontrol

An asymmetric Kharasch-type atom transfer reaction was studied under 13 different sets of reaction conditions in order to obtain the highest levels of diastereoselection. The highest ratio of 12.5:1 (71%) was observed at low temperatures (-78°C) using the Lewis acid Eu(OTf)3. Because the new asymmetric center is so distant from the D-xylose, we propose a transition state involving two sugars. The conversion of the major product to a naturally occurring chiral γ-butyrolactone, under basic conditions, is described which also confirmed the diastereoselectivity and absolute stereochemistry of the Kharasch reaction.

Synthesis of methyl 3-deoxy-α/β-D-ribofuranoside by regioselective reductive opening of methyl 2,3-anhydro-α/β -D-ribofuranoside

Reductive opening of methyl 2,3-anhydro-α,β-D-xylofuranoside derivative 6 with sodium bis(2-methoxyethoxy)-aluminium hydride (Red-Al) is reported to result in the formation of methyl 3-deoxy-β-D-ribofuranoside derivative 8 and methyl 2-deoxy-α-D-ribofuran