19131-06-7

Basic information

• Product Name: 1,2:5,6-Di-O-isopropylidene-3-O-tosyl-α-D-gulofuranose
• Synonyms: 1,2:5,6-Di-O-isopropylidene-3-O-tosyl-α-D-gulofuranose;1,2:5,6-Bis-O-(1-Methylethylidene)-α-D-gulofuranose 4-Methylbenzenesulfonate
• CAS NO: 19131-06-7
• Molecular Formula: C₁₉H₂₆O₈S
• Molecular Weight: 414.46994
• Product Categories: 13C & 2H Sugars;Carbohydrates & Derivatives
• Mol File: 19131-06-7.mol
• Article Data: 12

Chemical Properties

• Appearance: /
• Solubility: Chloroform, Ethyl Acetate, Methanol
• CAS DataBase Reference: 1,2:5,6-Di-O-isopropylidene-3-O-tosyl-α-D-gulofuranose(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2:5,6-Di-O-isopropylidene-3-O-tosyl-α-D-gulofuranose(19131-06-7)
• EPA Substance Registry System: 1,2:5,6-Di-O-isopropylidene-3-O-tosyl-α-D-gulofuranose(19131-06-7)

Safety Data

• Hazardous Substances Data: 19131-06-7(Hazardous Substances Data)

Usage

Description

1,2:5,6-Di-O-isopropylidene-3-O-tosyl-α-D-gulofuranose is a white crystalline solid that serves as a valuable compound in the field of organic synthesis. Its unique structure and properties make it a versatile building block for the creation of various complex organic molecules.

Uses

1,2:5,6-Di-O-isopropylidene-3-O-tosyl-α-D-gulofuranose is used as a synthetic intermediate for the production of various organic compounds.
Used in Pharmaceutical Industry:
1,2:5,6-Di-O-isopropylidene-3-O-tosyl-α-D-gulofuranose is used as a key component in the synthesis of pharmaceutical compounds, particularly those with potential therapeutic applications. Its unique structure allows for the development of novel drugs with improved efficacy and selectivity.
Used in Chemical Research:
1,2:5,6-Di-O-isopropylidene-3-O-tosyl-α-D-gulofuranose is used as a research tool in the field of organic chemistry, enabling scientists to explore new reaction pathways and develop innovative synthetic strategies.
Used in Material Science:
1,2:5,6-Di-O-isopropylidene-3-O-tosyl-α-D-gulofuranose is used as a building block for the development of new materials with unique properties, such as improved mechanical strength, thermal stability, or biocompatibility.

Upstream product

• 582-52-5 (3aR,5S,6S,6aR)-5-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-ol 
• 98-59-9 p-toluenesulfonyl chloride 
• 582-52-5 1,2:5,6-di-O-isopropylidene-α-D-glucofuranose 
• 14686-89-6 (1,2:5,6)-di-O-isopropylidene-D-gulose 
• 536-57-2 p-toluene sulfinic acid 
• 2847-00-9 1,2:5,6-di-O-isopropylidene-α-D-hexofuran-3-ulose 
• 2595-05-3 Diacetone D-glucose 
• 79378-73-7 1,2:5,6-Di-O-isopropyliden-3-O-(p-tolylsulfinyl)-α-D-allofuranose 
• 620630-82-2 1,2 5,6-O-di(isopropylidene)-α-D-allofuranose 

Downstream Products

• 7508-81-8 [(3aR,5S,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]-carbamic acid benzyl ester 
• 214918-32-8 [(3aR,5S,6S,6aR)-5-((R)-1-Hydroxy-ethyl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl]-carbamic acid benzyl ester 
• 37073-89-5 [(3aR,5S,6S,6aR)-5-((R)-1,2-Dihydroxy-ethyl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl]-carbamic acid benzyl ester 
• 214918-31-7 [(3aR,5S,6S,6aR)-5-((S)-1-Hydroxy-2-iodo-ethyl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl]-carbamic acid benzyl ester 
• 451505-53-6 Acetic acid (3R,4S,5S,6R)-2,5-diacetoxy-4-benzyloxycarbonylamino-6-methyl-tetrahydro-pyran-3-yl ester 
• 451505-46-7 Toluene-4-sulfonic acid (R)-2-((3aR,5S,6S,6aR)-6-benzyloxycarbonylamino-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-2-hydroxy-ethyl ester 
• 214918-34-0 Acetic acid (2R,3R,4S,5S,6R)-5-acetoxy-4-benzyloxycarbonylamino-2-(bis-benzyloxy-phosphoryloxy)-6-methyl-tetrahydro-pyran-3-yl ester 
• 16848-19-4 3-amino-3-deoxy-1,2:5,6-di-O-isopropylidene-α-D-glucofuranose 
• 28251-83-4 1,2-O-isopropylidene-3-O-p-toluenesulfonyl-α-D-allofuranose 
• 1220113-65-4 5-formyl-2,2-dimethylperhydrofuro[2,3-d][1,3]dioxol-6-yl 4 methylbenzenesulfonate 
• 1389345-08-7 1-(2,4,6-tri-O-acetyl-3-azido-3-deoxy-β-D-glucopyranosyl)-N4-benzoylcytosine 
• 99042-40-7 1-(2,4-dinitrophenyl)-3-<(S)-2,3-di-O-acetyldihydroxypropyl>-4-nitropyrazole 
• 99042-39-4 1-(2,4-dinitrophenyl)-3-<(S)-2,3-di-O-acetyldihydroxypropyl>pyrazole 
• 99042-38-3 1-(2,4-dinitrophenyl)-3-<(S)-2,3-O-isopropylidenedihydroxypropyl>pyrazole 

Relevant articles and documents

Gabriel-Cromwell aziridination of amino sugars; chiral ferrocenoyl-aziridinyl sugar synthesis and their biological evaluation

N-sugar substituted chiral aziridines were synthesized via Gabriel-Cromwell reaction. Novel pure diastereomers of aziridine derivatives (4 diastereomers) were readily obtained in high yields and their structures were confirmed by means of 1H NM

C-3 epimers of sugar amino acids as foldameric building blocks: improved synthesis, useful derivatives, coupling strategies

To obtain key sugar derivatives for making homooligomeric foldamers or α/β-chimera peptides, economic and multigram scale synthetic methods were to be developed. Though described in the literature, the cost-effective making of both 3-amino-3-deoxy-ribofuranuronic acid (H–tX–OH) and its C-3 epimeric stereoisomer, the 3-amino-3-deoxy-xylofuranuronic acid (H–cX–OH) from d-glucose is described here. The present synthetic route elaborated is (1) appropriate for large-scale synthesis; (2) reagent costs reduced (e.g. by a factor of 400); (3) yields optimized are ~80% or higher for all six consecutive steps concluding –tX– or –cX– and (4) reaction times shortened. Thus, a new synthetic route step-by-step optimized for yield, cost, time and purification is given both for d-xylo and d-ribo-amino-furanuronic acids using sustainable chemistry (e.g. less chromatography with organic solvents; using continuous-flow reactor). Our study encompasses necessary building blocks (e.g. –X–OMe, –X–OiPr, –X–NHMe, Fmoc–X–OH) and key coupling reactions making –Aaa–tX–Aaa– or –Aaa–tX–tX–Aaa– type “inserts”. Completed for both stereoisomers of X, including the newly synthesized Fmoc–cX–OH, producing longer oligomers for drug design and discovery is more of a reality than a wish.

Monosaccharide derivatives

The present invention relates to monosaccharide derivatives as anti-inflammatory agents. The compounds disclosed herein can be useful for inhibition and prevention of inflammation and associated pathologies including inflammatory and autoimmune diseases s