14686-89-6

Usage

Uses

Used in Chemical Synthesis:
DIACETONE-D-GLUCOSE is used as a reagent for the preparation of fluorinated UDP-galactofuranose probes. These probes are essential in the study of various biological processes and the development of new pharmaceutical compounds.
Used in Pharmaceutical Industry:
DIACETONE-D-GLUCOSE is used as an intermediate in the synthesis of various pharmaceutical compounds. Its unique structure allows for the creation of novel molecules with potential therapeutic applications.
Used in Research and Development:
DIACETONE-D-GLUCOSE is used as a research tool in the development of new chemical processes and methodologies. Its reactivity and structural properties make it a valuable asset in the advancement of scientific knowledge.
Used in Analytical Chemistry:
DIACETONE-D-GLUCOSE can be employed as a reference compound or standard in analytical chemistry, helping to calibrate instruments and ensure the accuracy of experimental results.

InChI:InChI=1/C12H20O6/c1-11(2)14-5-6(16-11)8-7(13)9-10(15-8)18-12(3,4)17-9/h6-10,13H,5H2,1-4H3/t6-,7+,8-,9-,10-/m1/s1

Upstream product

• 1990-29-0 D-altrose 
• 921-60-8 L-glucose 
• 77-76-9 2,2-dimethoxy-propane 
• 67-64-1 acetone 
• 121701-18-6 1,2-O-isopropylidene-α-L-glucofuranose 
• 50-99-7 D-glucose 
• 6027-42-5 (2S,3S,4S)-6-Nitro-hexane-1,2,3,4,5-pentaol 
• 582-52-5 1,2:5,6-Di-O-isopropylidene-β-D-altrofuranose 
• 41846-94-0 D-altrose 
• 2280-44-6 D-Glucose 
• 29586-98-9 3-O-acetyl-1,2,5,6-di-isopropylidene-α-D-glucofuranose 
• 59401-65-9 1,2:5,6-Di-O-Isopropyliden-3-O-pentaflyl-α-D-allofuranose 
• 116408-84-5 2,2,2-Trifluoro-1,1-diphenyl-ethanesulfonic acid (3aR,5R,6S,6aR)-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl ester 
• 16713-80-7 Acetic acid (3aR,5S,6R,6aR)-5-(2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl ester 

Downstream Products

• 582-52-5 1,2:5,6-Di-O-isopropylidene-α-D-glucofuranose 
• 16713-80-7 1,2:5,6-di-O-isopropylidene-O-acetyl-D-glucofuranose 
• 28642-52-6 methyl β-D-allofuranoside 
• 22331-21-1 1,2:5,6-di-O-isopropylidene-3-O-benzyl-α-D-allofuranose 
• 88405-99-6 3-O-brosyl-1,2:5,6-di-O-isopropylidene-α-D-gulofuranose 
• 59401-65-9 1,2:5,6-Di-O-Isopropyliden-3-O-pentaflyl-α-D-allofuranose 
• 2847-00-9 1,2:5,6-di-O-isopropylidene-α-D-hexofuran-3-ulose 
• 63846-98-0 1,2-O-(1-Methylethylidene)-α-D-ribo-pentodialdo-1,4-furanose 
• 117238-31-0 (3R,4S,5R)-5-((S)-1-Azido-ethyl)-4-benzyloxy-3-hydroxy-dihydro-furan-2-one 
• 117238-32-1 5-azido-3-O-benzyl-5-deoxy-L-fucono-1,4-lactone 
• 129013-25-8 (Z)-ethyl 3-O-(t-butyldiphenylsilyl)-5,6-dideoxy-1,2-isopropylidene-α-D-ribo-hept-5-eno-1,4-furanuronate 
• 129013-28-1 (Z)-3-O-(t-butyldiphenylsilyl)-5,6-dideoxy-1,2-O-isopropylidene-α-D-ribo-hept-5-eno-1,4-furanose 
• 106180-14-7 5-acetamido-6-O-benzyl-5-deoxy-1,2-O-isopropylidene-3-O-methylthiomethyl-β-L-glycero-D-alloheptofuranose-(1,4) 
• 106180-06-7 1,2-O-isopropylidene-3-O-methylthiomethyl-5-O-p-tolylsulfonyl-α-D-ribofuranose 

Relevant academic research and scientific papers

Triethylamine-methanol mediated selective removal of oxophenylacetyl ester in saccharides

A highly selective, mild, and efficient method for the cleavage of oxophenylacetyl ester protected saccharides was developed using triethylamine in methanol at room temperature. The reagent proved successful against different labile groups like acetal, ketal, and PMB and also generated good yields of the desired saccharides bearing lipid esters. Further, we also observed DBU in methanol as an alternative reagent for the deprotection of acetyl, benzoyl, and oxophenylacetyl ester groups. This journal is

GLUCOSIDE MONOMER, POLYMERIZATION COMPOSITION COMPRISING THE SAME AND HYDROGEL LENS USING THE SAME

The present invention relates to a glucoside-based monomer represented by chemical formula 1, a polymeric composition for producing hydrogel comprising the same, and a hydrogel lens using the same. In the chemical formula 1, R_1 to R_4 is hydrogen, an alkyl group of C_1-C_4, or AA, R_6 is hydrogen or an alkyl group of C_1-C_4, at least one of the R_1 to R_4 is BB, R_5 is selected from hydrogen or CC, and m is an integer selected from 0 to 10. According to the present invention, hydrogel lenses having improved wettability can be provided.COPYRIGHT KIPO 2019

Larger laboratory scale synthesis of 5-methyluridine and formal synthesis of its L-enantiomer

A larger laboratory scale synthesis (>60 g per run) of 5-methyluridine is presented. The critical intermediate 1,2-O-isopropylidene-α-D-ribofuranose was prepared from very cheap D-glucose via D-allose. Its L-enantiomer was obtained from L-arabinose via L-glucose, and also from L-xylose. {figure presented}.

Synthesis from d-altrose of (5 R,6 R,7 R,8 S)-5,7-dihydroxy-8- hydroxymethylconidine and 2,4-dideoxy-2,4-imino-d-glucitol, azetidine analogues of swainsonine and 1,4-dideoxy-1,4-imino-d-mannitol

Ring closure of a 3,5-di-O-triflate derived from d-altrose with benzylamine allowed the formation of both monocyclic and bicyclic azetidine analogues of swainsonine.

Synthesis of a MUC1-glycopeptide-BSA conjugate vaccine bearing the 3′-deoxy-3′-fluoro-Thomsen-Friedenreich antigen

A novel MUC1-glycopeptide-BSA conjugate vaccine with a specifically fluorinated Thomsen-Friedenreich antigen side chain at Thr6 was prepared. Preliminary immunological experiments reveal specific binding of the tumor-associated glycopeptide antigen analog by anti-MUC1-mouse antibodies.

Large scale synthesis of the acetonides of l-glucuronolactone and of l-glucose: easy access to l-sugar chirons

1,2-O-Isopropylidene-α-l-glucurono-3,6-lactone may be synthesized on a 100-200 g scale from cheaply available d-glucoheptonolactone in an overall yield of 94% in four steps via l-glucuronolactone. Subsequent elaboration to l-glucose, diacetone-l-glucose (1,2:5,6-di-O-isopropylidene-α-l-glucofuranose), and monoacetone-l-glucose (1,2-O-isopropylidene-α-l-glucofuranose) allows easy access to a range of l-sugar chirons.

Sulfuric acid immobilized on silica: an efficient reusable catalyst for the synthesis of O-isopropylidene sugar derivatives

Sulfuric acid immobilized on silica proved to be an efficient catalyst for the synthesis of O-isopropylidene sugar derivatives from reducing sugars. The method is very simple and economic for large-scale synthesis in which the catalyst is recovered and reused several times. Reactions with d-glucose, d-galactose, d-mannose, l-rhamnose, l-arabinose, d-xylose and l-sorbose led to the formation of the corresponding thermodynamically stable di-O- and/or mono-O-isopropylidene derivatives in good to excellent yields.

Butylstannonic acid catalyzed transesterification of carboxylic esters

Butylstannonic acid is used as catalyst for transesterification of various carboxylic eaters. This method is also applicable to acetylation/deacetylation of alcohols.

Photochemical reactions of imidazole-1-sulfonates (imidazylates)

Imidazylates 1-3 were irradiated in methanol in the presence and in the absence of the electron donor triethylamine. In each case photochemical deprotection occurred in excellent yield to form the partially protected sugar from which the imidazylate was synthesized. Reactions in the presence of triethylamine required much shorter irradiation times.

Mannuronolactone acetonide: Easy access to C-3 OH and C-5 OH of mannose

The synthesis of D-mannuronolactone acetonide 1 is described from alginic acid and provides an efficient route for the manipulation at C-5 of mannose. Reduction gives a new acetonide of mannose, 1,2-O-isopropylidene-β-D-mannofuranose which, on further acetonation, gives 1,2:5,6-di-O-isopropylidene-β-D-mannofuranose [giving easy access to C-3 OH of mannose] together with a small amount of 1,2:3,5-di-O-isopropylidene-β-D-mannofuranose. Some silylated derivatives of mannuronolactone allow immediate access to the C-6 of mannose. Such intermediates are likely to be of value in the synthesis of derivatives of mannose.