Tag: M.W=250-300

Sodano, Federica; Lazzarato, Loretta; Rolando, Barbara; Spyrakis, Francesca; De Caro, Carmen; Magliocca, Salvatore; Marabello, Domenica; Chegaev, Konstantin; Gazzano, Elena; Riganti, Chiara; Calignano, Antonio; Russo, Roberto; Rimoli, Maria Grazia published the artcile< Paracetamol-Galactose Conjugate: A Novel Prodrug for an Old Analgesic Drug>, Safety of ((3aR,5R,5aS,8aS,8bR)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-5-yl)methanol, the main research area is paracetamol galactose prodrug analgesic; X-ray diffraction; hepatotoxicity; hyperalgesia; metabolism; paracetamol; prodrug.

Paracetamol has been one of the most commonly used and prescribed analgesic drugs for more than a hundred years. Despite being generally well tolerated, it can result in high liver toxicity when administered in specific conditions, such as overdose, or in vulnerable individuals. We have synthesized and characterized a paracetamol galactosylated prodrug (PARgal) with the aim of improving both the pharmacodynamic and pharmacol. profile of paracetamol. PARgal shows a range of physicochem. properties, solubility, lipophilicity, and chem. stability at differing physiol. pH values and in human serum. PARgal could still be preclinically detected 2 h after administration, meaning that it displays reduced hepatic metabolism compared to paracetamol. In overdose conditions, PARgal has not shown any cytotoxic effect in in vitro analyses performed on human liver cells. Furthermore, when tested in an animal pain model, PARgal demonstrated a sustained analgesic effect up to the 12th hour after oral administration. These findings support the use of galactose as a suitable carrier in the development of prodrugs for analgesic treatment.

Molecular Pharmaceutics published new progress about Analgesia. 4064-06-6 belongs to class alcohols-buliding-blocks, and the molecular formula is C12H20O6, Safety of ((3aR,5R,5aS,8aS,8bR)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-5-yl)methanol.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Mei, Yuling; Dong, Youxian; Li, Juan; Zhang, Bo; Sun, Guosheng; Zhou, Jiafen; Si, Wenshuai; Han, Yiwen; Wu, Zhenliang; Zhang, Jianbo published the artcile< FeCl3/C as an efficient catalyst for Ferrier rearrangement of 3,4,6-tri-O-Benzyl-D-glucal>, Formula: C12H20O6, the main research area is stereoselective glycosylation glycal alc preparation glycoside rearrangement Ferrier.

FeCl3/C was used as an efficient and convenient promoter for glycosylation through Ferrier-type rearrangement of 3,4,6-tri-O-benzyl-D-glucal, which is a relatively un-reactive substrate for this type of reaction. The method was applicable to a wide range of alcs., especially phenols. A series of 2,3-unsaturated-O-glucosides were prepared efficiently (47-92%) by this method under mild conditions.

Journal of Carbohydrate Chemistry published new progress about C-Glycosides Role: SPN (Synthetic Preparation), PREP (Preparation). 4064-06-6 belongs to class alcohols-buliding-blocks, and the molecular formula is C12H20O6, Formula: C12H20O6.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Zhou, Xin; Ding, Han; Chen, Pengwei; Liu, Li; Sun, Qikai; Wang, Xianyang; Wang, Peng; Lv, Zhihua; Li, Ming published the artcile< Radical Dehydroxymethylative Fluorination of Carbohydrates and Divergent Transformations of the Resulting Reverse Glycosyl Fluorides>, Recommanded Product: ((3aR,5R,5aS,8aS,8bR)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-5-yl)methanol, the main research area is antidiabetic crystal mol structure human SGLT2 SGLT1 conformation; cyclic oligosaccharide disaccharide glycoside preparation radical dehydroxymethylative fluorination; C−F bond activation; alkoxyl radicals; carbohydrates; fluorination; radical reactions.

A mild and convenient method for the synthesis of reverse glycosyl fluorides (RGFs) has been developed that is based on the silver-promoted radical dehydroxymethylative fluorination of carbohydrates. A salient feature of the reaction is that furanoid and pyranoid carbohydrates furnish structurally diverse RGFs bearing a wide variety of functional groups in good to excellent yields. Intramol. hydrogen atom transfer experiments revealed that the reaction involves an under-exploited radical fluorination that proceeds via β-fragmentation of sugar-derived primary alkoxyl radicals. Structurally divergent RGFs were obtained by catalytic C-F bond activation, and our method thus offers a concise and efficient strategy for the synthesis of reverse glycosides by late-stage diversification of RGFs. The potential of this method is showcased by the preparation and diversification of sotagliflozin, leading to the discovery of a promising SGLT2 inhibitor candidate.

Angewandte Chemie, International Edition published new progress about Antidiabetic agents. 4064-06-6 belongs to class alcohols-buliding-blocks, and the molecular formula is C12H20O6, Recommanded Product: ((3aR,5R,5aS,8aS,8bR)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-5-yl)methanol.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Liu, Miao; Liu, Kai-Meng; Xiong, De-Cai; Zhang, Hanyu; Li, Tian; Li, Bohan; Qin, Xianjin; Bai, Jinhe; Ye, Xin-Shan published the artcile< Stereoselective Electro-2-deoxyglycosylation from Glycals>, Application In Synthesis of 4064-06-6, the main research area is nucleoside stereoselective glycosylation glycal synthesis electrochem; stereoselective glycosylation glycal electrochem deoxyglycosylation podophyllotoxin trisaccharide synthesis; 2-deoxyglycosides; carbohydrates; electrocatalysis; glycals; glycosylation.

We report a novel and highly stereoselective electro-2-deoxyglycosylation from glycals. This method features excellent stereoselectivity, scope, and functional-group tolerance. This process can also be applied to the modification of a wide range of natural products and drugs. Furthermore, a scalable synthesis of glycosylated podophyllotoxin and a one-pot trisaccharide synthesis through iterative electro-glycosylation were achieved.

Angewandte Chemie, International Edition published new progress about Glycals Role: RCT (Reactant), RACT (Reactant or Reagent). 4064-06-6 belongs to class alcohols-buliding-blocks, and the molecular formula is C12H20O6, Application In Synthesis of 4064-06-6.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Seo, Kyeongdeok; Rhee, Young Ho published the artcile< Ruthenium-Catalyzed Regioselective Olefin Migration of Dihydropyran Acetals: A De Novo Strategy toward β-2,6-Dideoxypyranoglycosides>, Recommanded Product: ((3aR,5R,5aS,8aS,8bR)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-5-yl)methanol, the main research area is ring closure metathesis catalyst; stereoselective glycosylation catalyst oligosaccharide preparation hydroxylation; regioselective olefin migration dihydropyran acetal ruthenium catalyzed deoxypyranoglycoside oligosaccharide; disaccharide trisaccharide oligosaccharide preparation deoxypyranoglycoside ruthenium catalyzed olefin migration.

Here, we report a de novo synthetic strategy toward β-2,6-dideoxypyranoglycosides. The key event is the ruthenium-catalyzed regioselective olefin migration of dihydropyran allylic acetals to homoallylic acetals. In combination with other metal-catalyzed reactions, this new protocol led to the synthesis of β-2,6-dideoxypyranoglycosides in a highly efficient manner. Using this sequential metal catalysis, various mono-, di-, and trisaccharide forms of β-2,6-dideoxypyranoglycosides were prepared

Organic Letters published new progress about Catalysis. 4064-06-6 belongs to class alcohols-buliding-blocks, and the molecular formula is C12H20O6, Recommanded Product: ((3aR,5R,5aS,8aS,8bR)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-5-yl)methanol.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Shadrick, Melanie; Singh, Yashapal; Demchenko, Alexei V. published the artcile< Stereocontrolled α-Galactosylation under Cooperative Catalysis>, Related Products of 4064-06-6, the main research area is disaccharide preparation stereoselective galactosylation catalyzed; stereoselective galactosylation catalyzed protecting group glycosyl halide glycoside preparation.

A recent discovery of a cooperative catalysis comprising a silver salt and an acid led a dramatic improvement in the way glycosyl halides are glycosylated. Excellent yields have been achieved, but the stereoselectivity achieved with 2-O-benzylated donors was poor. Reported herein is our first attempt to refine the stereoselectivity of the cooperatively catalyzed galactosylation reaction. Careful optimization of the reaction conditions along with studying effects of the remote protecting groups led to excellent stereocontrol of α-galactosylation of a variety of glycosyl acceptors with differentially protected glycosyl donors.

Journal of Organic Chemistry published new progress about Catalysis. 4064-06-6 belongs to class alcohols-buliding-blocks, and the molecular formula is C12H20O6, Related Products of 4064-06-6.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts