35781-78-3

Upstream product

• 23313-03-3 (R)-2-[(3aR,5R,6S,6aR)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl]-2-hydroxyethyl 4-methylbenzenesulfonate 
• 22529-61-9 (1R)-1-((3aR,6S,6aR)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro(2,3-d)(1,3)dioxol-5-yl)ethane-1,2-diol 
• 98-59-9 p-toluenesulfonyl chloride 
• 19877-13-5 3-O-benzyl-5,6-dideoxy-1,2-O-isopropylidene-α-D-xylo-hex-5-enofuranose 
• 18006-25-2 3-O-benzyl-1,2-O-isopropylidene-α-D-glucofuranose diacetate 
• 64656-76-4 Natrium-Verbindung der O¹,O²;O⁵,O⁶-Diisopropyliden-α-D-glucofuranose 
• 100-44-7 benzyl chloride 
• 582-52-5 1,2:5,6-di-O-isopropylidene-α-D-glucofuranose 
• 100-39-0 benzyl bromide 
• 26275-20-7 6-deoxy-1,2-O-isopropylidene-6-(4'-methylbenzene)sulfonyloxy-D-glucofuranose 
• 18549-40-1 1,2-O-isopropylidene-α-D-glucofuranose 
• 18685-18-2 3-O-benzyl-1,2-5,6-O-diisopropylidene-α-D-glucofuranose 

Downstream Products

• 19877-13-5 3-O-benzyl-5,6-dideoxy-1,2-O-isopropylidene-α-D-xylo-hex-5-enofuranose 
• 81823-12-3 1,2-O-isopropylidene-3,6-di-O-benzyl-α-D-glucofuranose 
• 18439-45-7 3-O-Benzyl-6-desoxy-1,2-O-isopropyliden-α-D-gluco-hexofuranose 
• 57575-19-6 2-[(3aR,5R,6S,6aR)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl]ethanol 
• 360773-05-3 3-O-Benzyl-6,7-dideoxy-1,2-O-isopropylidene-7-phenylselenyl-α-D-gluco-octofuranurono-8,5-lactone 
• 106220-95-5 3-O-benzyl-1,2-O-isopropylidene-6,7,8-trideoxy-α-D-gluco-oct-7-enofuranose 
• 204776-60-3 (R)-1-[(3aR,5R,6S,6aR)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl]-2-(4-methoxyphenyl)ethanol 
• 220051-12-7 (3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-5-(R)-oxetan-2-yl-tetrahydro-furo[2,3-d][1,3]dioxole 
• 118895-89-9 5-O-acetyl-3,6-di-O-benzyl-1,2-O-isopropylidene-α-D-glucofuranose 
• 148703-40-6 6-deoxy-6-N-phenylmethylamino-1,2-O-isopropylidene-3-O-phenylmethyl-α-D-gluco-1,4-furanose 
• 868078-65-3 3-O-benzyl-1,2-O-isopropylidene-(6-C-p-tolylsulfanyl)-α-D-gluco-1,4-furanose 
• 934588-41-7 N-[2-(6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-2-hydroxy-ethyl]-4-methyl-benzenesulfonamide 
• 934588-27-9 2-(6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-1-(toluene-4-sulfonyl)-aziridine 
• 244126-17-8 methanesulfonic acid 1-(6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-2-(toluene-4-sulfonylamino)-ethyl ester 

Relevant academic research and scientific papers

Synthesis of glycosylated aminothiol from D-glucose as promising anti-tubercular agent

A facile method for a series of novel glycosylated β-aminothiols by employing TBAB/NEt3-catalyzed ring opening of thiirane ring of D-glucose-derived 5,6-anhydro-3-O-benzyl-1,2-O-isopropylidene-α-D-glucofuranose with different primary and secondary amines including aliphatic, aromatic, heterocyclic, and glycosyl amine has been devised. Diamines on the other hand for thiirane ring opening of anhydroglucose derivative led to the formation of respective bis-glycosylated N1,Nn-diaminothiols in good yield. The method is straight forward, economical, high-yielding and easy to scale up. One of the glycosylated aminothiol contains both the hydrophilic carbohydrate moiety and hydrophobic hexadecyl residue, thus can serve a promising candidate to exhibit surface-active properties. The resulted glycosylated β-aminothiols may serve as an interesting scaffold to develop mechanism-based novel chemotherapeutic agents.

Gram-level total synthesis method of sulfur onium salt type natural product neoponkoranol extracted from salacia plants

The invention belongs to the field of chemical synthesis and particularly relates to a gram-level total synthesis method of a sulfur onium salt type natural product neoponkoranol with hypoglycemic activity extracted from salacia plants. According to the m

Diastereoselective Synthesis of Salacinol-Type α-Glucosidase Inhibitors

A facile and highly diastereoselective approach toward the synthesis of potent salacinol-type α-glucosidase inhibitors, originally isolated from plants of the genus "Salacia", was developed using the S-alkylation of thiosugars with epoxides in HFIP (～90%, dr, α/β = ～ 26/1). The dr ratio of the product was significantly improved by the protocol as compared to that of the conventional S-alkylation of thiosugars (dr, α/β = ～ 8/1). The protocol could be used for gram scale synthesis of the desired compounds. The 3′-O-benzylated salacinol analogs, which are the most potent in vitro inhibitors to date, were synthesized and evaluated in vivo; all analogs suppressed blood glucose levels in maltose-loaded mice, at levels comparable to those of the antidiabetic agent, voglibose.

Stereoselective Total Synthesis of Unnatural (+)-Anisomycin

Stereoselective total synthesis of unnatural (+)-anisomycin from d-glucose has been achieved with an overall yield of 23%. The key synthetic features are regioselective opening of an epoxide, azidation of the resulting alcohol, and finally one-pot hydroge

Concise and practical synthesis of (2S,3R,4R,5R) and (2S,3R,4R,5S)-1,6-dideoxy-1,6-iminosugars

The syntheses of (2S,3R,4R,5R) and (2S,3R,4R,5S)-1,6-dideoxy-1,6 iminosugars 1a and 1b, respectively, from D-glucose are described. The key transformations in this reaction sequence include regio-selective epoxide ring opening with N-benzylamine followed

Synthesis of peracetylated chacotriose

Steroidal glycoalkaloids of many Solanum species have recognized biological activities, especially those containing the glycosyl moiety α-L-rhamnopyranosyl-(1 → 2)-[α-L-rhamnopyranosyl-(1 → 4)]-D-glucopyranose (chacotriose) whose peracetate is here synthe

Synthesis of 6-deoxyheptose derivatives via cyclic sulfates and oxetanes

Two approaches for the chain elongation and synthesis of 6-deoxyheptose derivatives are described. The first one is based on the regioselective ring opening of 4,6-cyclic sulfate glycopyranoside derivatives at carbon 6 by cyanide ion. The second approach involves the ring expansion of 5,6-anhydro to 5,7-anhydro sugars and subsequent opening of the resulting oxetane, derivative using acetate ion as nucleophile.

Ytterbium Trifluoromethanesulfonate Promoted Indium Mediated Allylation Reactions of Carbonyl Compounds in Aqueous Media

Indium-mediated allylation reactions of the sugar derivative 1 in aqueous media have been found to proceed with high anti diastereofacial selectivity in the presence of ytterbium trifluoromethanesulfonate as Lewis acid.

OXIRANE RINGS: STUDIES AND APPLICATIONS OF A NEW CHEMO AND REGIO SELECTIVE REDUCTIVE OPENING OF EPOXIDES

The straightforward reductive opening of 1,2 epoxides to alcohols was studied and applied to several significant compounds.The reaction, which proceeds via the nucleophilic opening of the oxirane ring and the subsequent free radical dehalogenation, shows an excellent chemical yield as well as chemo and regioselectivity.This reaction was also applied to a chiral α,β-epoxyester.

1,3,5-TRIDEOXY-3,5-DI-C-METHYL-L-TALITOL: A CHIRON FOR THE C-33-C-37 SEGMENT OF AMPHOTERICIN B

1,3,5-Trideoxy-3,5-di-C-methyl-L-talitol is a potential chiron for the C-33-C-37 segment of amphotericin B.This hexitol has been synthesized from 3-O-benzyl-1,2-O-isopropylidene-α-D-glucofuranose by a route in which a C-methylene derivative at C-5 is hydr