89921-35-7

Upstream product

• 3068-29-9 2,3,4-tri-O-acetyl-β-D-arabinosyl bromide 
• 108-24-7 acetic anhydride 
• 100897-60-7 2,3,4-Tri-O-acetyl-α-D-arabino-pyranosyl chloride 
• 39524-37-3 (2R,3S,4R,5R)-2-bromotetrahydro-2H-pyran-3,4,5-triyl triacetate 
• 107-13-1 acrylonitrile 
• 4258-01-9 1,3,4-tri-O-acetyl-2-deoxy-β-D-erythro-pentopyranose 
• 39524-39-5 2,3,4-tri-O-acetyl-α-D-ribopyranosyl bromide 
• 64-19-7 acetic acid 
• 10323-20-3 D-Arabinose 
• 113889-50-2 (3S,4R,5R)-2-bromotetrahydro-2H-pyran-3,4,5-triyl triacetate 
• 19186-37-9 1,2,3,4-tetra-O-acetyl-α-D-arabinopyranose 
• 28697-53-2 D-arabinopyranose 
• 4627-30-9 (3R,4R,5R)-tetrahydro-2H-pyran-2,3,4,5-tetrayl tetraacetate 
• 4257-95-8 1,2,3,4-tri-O-acetyl-α-D-ribopyranose 

Downstream Products

• 1213263-96-7 C₁₆H₁₄O₄ 
• 581099-60-7 phenyl 3,4-di-O-acetyl-2-chlorodifluoromethyl-2-deoxy-1-thio-β-D-arabinopyranoside 
• 581099-61-8 phenyl 3,4-di-O-acetyl-2-chlorodifluoromethyl-2-deoxy-1-thio-α-D-arabinopyranoside 
• 581099-62-9 phenyl 2-chlorodifluoromethyl-2-deoxy-1-thio-β-D-arabinopyranoside 
• 581099-64-1 phenyl 2-chlorodifluoromethyl-2-deoxy-1-thio-α-D-arabinopyranoside 
• 152141-76-9 3,4-O,O'-isopropylidene-D-arabinal 

Relevant academic research and scientific papers

Synthesis of xylal- and arabinal-based crown ethers and their application as asymmetric phase transfer catalysts

New xylal- and arabinal-based monoaza-15-crown-5 ethers were synthesized starting from l- and d-xylose, and l- and d-arabinose, respectively. These monosaccharide-based chiral macrocycles were tested as phase transfer catalysts in a few asymmetric reactions. The xylal-based crown compounds proved to be efficient catalysts in a few liquid-liquid phase reactions. The epoxidation of trans-chalcone and the Darzens condensation of α-chloroacetophenone with benzaldehyde took place with complete diastereoselectivity and up to 77% ee and 58% ee, respectively. It was found that the substituents in the aromatic ring of the chalcone and the α-chloroacetophenone had an influence on the enantioselectivity. The highest ee values were obtained in the epoxidation of 4-chlorochalcone (81% ee) and in the reaction of a 2-naphthyl analogue (96% ee), while in the Darzens condensation of 4-phenyl-α-chloroacetophenone with benzaldehyde, a maximum ee of 91% was detected. The configuration of the monosaccharide unit in the crown ring influenced the absolute configuration of the epoxyketones synthesized.

Non-naturally Occurring Regio Isomer of Lysophosphatidylserine Exhibits Potent Agonistic Activity toward G Protein-Coupled Receptors

Lysophosphatidylserine (LysoPS), an endogenous ligand of G protein-coupled receptors, consists of l-serine, glycerol, and fatty acid moieties connected by phosphodiester and ester linkages, respectively. An ester linkage of phosphatidylserine can be hydrolyzed at the 1-position or at the 2-position to give 2-acyl lysophospholipid or 1-acyl lysophospholipid, respectively. 2-Acyl lysophospholipid is in nonenzymatic equilibrium with 1-acyl lysophospholipid in vivo. On the other hand, 3-acyl lysophospholipid is not found, at least in mammals, raising the question of whether the reason for this might be that the 3-acyl isomer lacks the biological activities of the other isomers. Here, to test this idea, we designed and synthesized a series of new 3-acyl lysophospholipids. Structure-activity relationship studies of more than 100 "glycol surrogate"derivatives led to the identification of potent and selective agonists for LysoPS receptors GPR34 and P2Y10. Thus, the non-natural 3-acyl compounds are indeed active and appear to be biologically orthogonal with respect to the physiologically relevant 1-and 2-acyl lysophospholipids.

An efficient method for the synthesis of pyranoid glycals

A simple and efficient procedure was designed for the preparation of pyranoid glycals. In a novel fashion, a series of protected glycopyranosyl bromides underwent reductive elimination in the presence of zinc dust and ammonium chloride in CH3CN at 30-60 °C. The corresponding glycals were obtained with excellent isolated yields (72-96%) in a short time (20-50 min). Furthermore, the transformation was compatible with different protection patterns and conveniently scalable (86% for 45 g acetobromoglucose) which made it very applicable in organic synthesis.

1 -(CYCLOPENT-2-EN-1 -YL)-3-(2-HYDROXY-3-(ARYLSULFONYL)PHENYL)UREA DERIVATIVES AS CXCR2 INHIBITORS

The invention relates to 1-(3-sulfonylphenyl)-3-(cyclopent-2-en-1-yl)urea derivatives, and their use in treating or preventing diseases and conditions mediated by the CXCR2 receptor. In addition, the invention relates to compositions containing the derivatives and processes for their preparation.

A rapid synthesis of pyranoid glycals promoted by β-cyclodextrin and ultrasound

A convenient and environmentally benign procedure for the synthesis of glycals from glycosyl bromides with very low zinc dust loading (1.5 equiv.) is described. The process is activated by β-cyclodextrin and ultrasound. Based on 19 samples, this method has been demonstrated to be highly effective for a broad range of glycosyl bromides, including acid- or base-sensitive and disaccharide glycosyl bromides. A yield of 85%-96% of glycals was obtained. Copyright

Novel olefin-phosphorus hybrid and diene ligands derived from carbohydrates

Starting from readily available monosaccharides d-glucose and d-arabinose, a family of novel chiral diene and olefin-phosphinite hybrid ligands has been designed. These ligands were prepared by attaching phosphinite or allylic donor sites onto unsaturated carbohydrate scaffolds. In rhodium(I)-catalysed conjugate addition of boronic acids to enones, the olefin-phosphinite hybrids gave products in up to 99% ee and above, whereas the dienes only led to modest enantioselectivity. However, by shifting the allylic donor sites from position 4 of the pyranose to the anomeric centre, an unexpected reversal of the stereoinduction process was observed. Georg Thieme Verlag Stuttgart New York.

A simple and convenient method for the synthesis of pyranoid glycals

A simple, mild, and environmentally benign synthesis procedure of pyranoid glycals is described. In a novel fashion, protected glycopyranosyl bromides undergo the reductive elimination in the presence of zinc in phosphate buffer at room temperature. The pyranoid glycals were obtained in good-to-excellent yields (18 examples).

Organometallic enantiomeric scaffolding: General access to 2-substituted oxa- and azabicyclo[3.2.1]octenes via a Bronsted acid catalyzed [5 + 2] cycloaddition reaction

6-Substituted TpMo(CO)2(η-2,3,4-pyranyl)- and TpMo(CO) 2(η-2,3,4-pyridinyl) scaffolds (Tp = hydridotrispyrazolylborato) function as reaction partners in an efficient regio- and stereocontrolled synthesis of functionalized oxa- and az

CHIRAL 3,4-DIHYDRO-2H-PYRAN COMPOUNDS

The invention relates to chiral 3,4-dihydro-2H-pyran compounds, to diastereomers thereof, and to the use of these compounds as chiral dopants for liquid crystal systems. The invention also relates to non-polymerizable or polymerizable liquid crystal compo

Identifying specific conformations by using a carbohydrate scaffold: Discovery of subtype-selective LPA-receptor agonists and an antagonist

Stable and potent subtype-selective lysophosphatidic acid (LPA) analogues (agonists and an antagonist) were developed by using carbohydrates as a core structure (see scheme). An array of molecules with the recognition motifs of LPA (a phosphate anion, an oleoyl group, and a hydrogen-bond acceptor) attached to carbohydrate isomers in different three-dimensional arrangements were tested for LPA-receptor activation or inhibition. R = alkyl.