95118-61-9

Basic information

• Product Name: 1,2,3,4-tetra-O-acetyl-6-O-p-tolylsulfonyl-α,β-D-glucopyranose
• Synonyms: 1,2,3,4-tetra-O-acetyl-6-O-p-tolylsulfonyl-α,β-D-glucopyranose
• CAS NO: 95118-61-9
• Molecular Weight: 502.496
• Mol File: 95118-61-9.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: 1,2,3,4-tetra-O-acetyl-6-O-p-tolylsulfonyl-α,β-D-glucopyranose(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2,3,4-tetra-O-acetyl-6-O-p-tolylsulfonyl-α,β-D-glucopyranose(95118-61-9)
• EPA Substance Registry System: 1,2,3,4-tetra-O-acetyl-6-O-p-tolylsulfonyl-α,β-D-glucopyranose(95118-61-9)

Safety Data

• Hazardous Substances Data: 95118-61-9(Hazardous Substances Data)

Upstream product

• 2280-44-6 D-Glucose 
• 98-59-9 p-toluenesulfonyl chloride 
• 50-99-7 D-glucose 
• 108-24-7 acetic anhydride 
• 6619-07-4 6-O-toluolsulfonyl-D-glucopyranose 
• 97-30-3 methyl-alpha-D-glucopyranoside 
• 6619-09-6 methyl 6-O-tosyl-α-D-glucopyranoside 

Downstream Products

• 59202-80-1 Acetic acid (2R,3R,4S,5R)-4,5-diacetoxy-6-bromo-2-(toluene-4-sulfonyloxymethyl)-tetrahydro-pyran-3-yl ester 
• 103725-99-1 Acetic acid (2R,3R,4S,5R)-3-acetoxy-6-bromo-5-(toluene-4-sulfonyloxy)-2-(toluene-4-sulfonyloxymethyl)-tetrahydro-pyran-4-yl ester 
• 121363-55-1 2,3,4-Tri-O-acetyl-6-O-p-toluenesulfonyl-β-D-glucopyranose 
• 121363-55-1 2,3,4-Tri-O-acetyl-6-O-p-toluenesulfonyl-α-D-glucopyranose 
• 55500-08-8 2,3,4-tri-O-acetyl-6-O-(p-toluenesulfonyl)-α-D-glucopyranosyl bromide 
• 13242-55-2 2,3,4-tri-O-acetyllevoglucosan 
• 51642-43-4 1,2,3,4-Tetra-O-acetyl-6-azido-6-desoxy-α-D-glucopyranose 
• 106192-41-0 2,3,4-tri-O-acetyl-6-O-p-toluenesulfonyl-β-D-glucopyranosyl azide 
• 99094-40-3 Acetic acid (3R,4S,5S,6S)-2,3,5-triacetoxy-6-acetylsulfanylmethyl-tetrahydro-pyran-4-yl ester 
• 126828-62-4 Acetic acid (3R,4S,5S,6S)-2,5-diacetoxy-6-acetylsulfanylmethyl-3-(toluene-4-sulfonyloxy)-tetrahydro-pyran-4-yl ester 

Relevant articles and documents

Facile and Versatile Chemoenzymatic Synthesis of Enterobactin Analogues and Applications in Bacterial Detection

Siderophores, such as enterobactin (Ent), are small molecules that can be selectively imported into bacteria along with iron by cognate transporters. Siderophore conjugates are thus a promising strategy for delivering functional reagents into bacteria. In this work, we present an easy-to-perform, one-pot chemoenzymatic synthesis of functionalized monoglucosylated enterobactin (MGE). When functionalized MGE is conjugated to a rhodamine fluorophore, which affords RhB-Glc-Ent, it can selectively label Gram-negative bacteria that utilize Ent, including some E. coli strains and P. aeruginosa. V. cholerae, a bacterium that utilizes linearized Ent, can also be weakly targeted. Moreover, the targeting is effective under iron-limiting but not iron-rich conditions. Our results suggest that the RhB-Glc-Ent probe is sensitive not only to the bacterial strain but also to the iron condition in the environment.

Glucose positions affect the phloem mobility of glucose-fipronil conjugates

In our previous work, a glucose-fipronil (GTF) conjugate at the C-1 position was synthesized via click chemistry and a glucose moiety converted a non-phloem-mobile insecticide fipronil into a moderately phloem-mobile insecticide. In the present paper, fipronil was introduced into the C-2, C-3, C-4, and C-6 positions of glucose via click chemistry to obtain four new conjugates and to evaluate the effects of the different glucose isomers on phloem mobility. The phloem mobility of the four new synthetic conjugates and GTF was tested using the Ricinus seedling system. The results confirmed that conjugation of glucose at different positions has a significant influence on the phloem mobility of GTF conjugates.

Synthesis of the bicyclic core of tagetitoxin

A synthesis of the 9-oxa-3-thiabicyclo[3.3.1]nonane ring system, which constitutes the core of the RNA polymerase inhibitor tagetitoxin, has been achieved through cyclisation of a thiol onto an electrophilic ketone. The Royal Society of Chemistry 2006.