28868-67-9

Usage

Uses

Used in Pharmaceutical Industry:
Maltosan Hexaacetate is used as a key component in the synthesis of potential antimicrobial agents. Its ability to be derived from maltose, a naturally occurring sugar, makes it a promising candidate for the development of new drugs to combat various microbial infections.
Used in Synthesis of Antimicrobial Agents:
Maltosan Hexaacetate is used as a starting material for the synthesis of antimicrobial agents. Its unique structure allows for the creation of novel compounds with potent antimicrobial properties, which can be effective against a wide range of pathogens, including bacteria, fungi, and viruses.

InChI:InChI=1/C24H32O16/c1-9(25)31-7-15-17(33-10(2)26)19(34-11(3)27)22(37-14(6)30)24(39-15)40-18-16-8-32-23(38-16)21(36-13(5)29)20(18)35-12(4)28/h15-24H,7-8H2,1-6H3

Upstream product

• 108-24-7 acetic anhydride 
• 7225-54-9 O⁴-(Tetra-O-acetyl-β-D-glucopyranosyl)-1,6-anhydro-β-D-mannopyranose 
• 5346-69-0 O²,O³-isopropylidene-O⁴-(tetra-O-acetyl-β-D-glucopyranosyl)-1,6-anhydro-β-D-mannopyranose 
• 572-09-8 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide 
• 3068-32-4 1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside 
• 115431-22-6 Acetic acid (2S,3R,4S,5R,6R)-4-acetoxy-6-acetoxymethyl-2-ethanesulfonyl-5-((2R,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl ester 
• 27891-93-6 phenyl maltosyl sulfone heptaacetate 
• 115414-32-9 Acetic acid (2S,3R,4S,5R,6R)-4-acetoxy-6-acetoxymethyl-2-(4-chloro-benzenesulfonyl)-5-((2R,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl ester 
• 77110-60-2 Pentachlorophenyl 2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-β-D-glucopyranoside 
• 440-02-8 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl-(1->4)-2,3,6-tri-O-acetyl-α-D-glucopyranosyl fluoride 
• 6983-27-3 1,6-anhydro-β-maltose 
• 33600-53-2 ethyl 2,3,6,2',3',4',6'-hepta-O-acetyl-1-thio-β-D-maltoside 
• 3616-19-1 lactose octaacetate 
• 3616-19-1 1,2,3,6,2',3',4',6'-octa-O-acetylmaltose 

Downstream Products

• 28810-03-9 1,2,3-tri-O-acetyl-6-deoxy-6-iodo-4-O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-β-D-glucopyranose 
• 28810-02-8 O¹,O²,O³-triacetyl-O⁴-(tetra-O-acetyl-α-D-glucopyranosyl)-O⁶-(toluene-4-sulfonyl)-β-D-glucopyranose 
• 130130-53-9 phenyl 2,3-di-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-6-O-(p-tolylsulphonyl)-1-thio-β-D-glucopyranoside 
• 130130-54-0 Acetic acid (2S,3R,4S,5S,6S)-3-acetoxy-6-iodomethyl-2-phenylsulfanyl-5-((2R,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yl ester 
• 130155-18-9 phenyl 2,3-di-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-6-deoxy-1-thio-β-D-xylo-hexo-5-enopyranoside 
• 77987-41-8 2L-2,4/3-3,4-diacetyloxy-2-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyloxy)-cyclohex-5-enone 
• 744-05-8 methyl beta-D-maltoside 
• 6983-27-3 1,6-anhydro-β-maltose 
• 130130-43-7 1,6-anhydro-2,3-di-O-benzoyl-4',6'-O-benzylidene-2',3'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-maltose 
• 130515-42-3 2,2',3,3',4',6'-hexa-O-acetyl-1-thio-β-maltoside 
• 130130-52-8 phenyl 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl-(1→4)-2,3,6-tri-O-acetyl-1-thio-β-D-glucopyranoside 

Relevant academic research and scientific papers

EFFECT OF PROTECTING GROUPS AND SOLVENTS IN ANOMERIC O-ALKYLATION OF MANNOPYRANOSE

Anomeric O-alkylation of mannopyranoses with various protecting groups was investigated using mannose derivatives and 2,3-O-isopropylidene-1-O-trifluoromethanesulfonyl-D-glycerol (1) as alkylating agent.Generally, in polar solvents higher α/β ratios were obtained than in nonpolar solvents.Sterically demanding protecting groups at the 6-O-position and polar solvents led to higher yields.Reactivity differences were explained by different complex formation.Based on these results mannopyranosyl-α(1-4)glucopyranosides 26 and 27 were synthesized using mannose derivatives 5 and 6 having a 6-O-(p-methoxyphenyl)diphenylmethyl group and galactosyl trifluoromethanesulfonate 24 or nonafluorobutanesulfonate (nonaflate) 25, respectively, as alkylating agents.

The Substrate Specificity of the Enzyme Amyloglucosidase (AMG). Part II. 6-Substituted Maltose Derivatives

The synthesis of maltose derivatives substituted in the 6-position with F, I, N3, NH2, NHAc, COOH or COOMe, and having a 5-6 double bond, are described together with the preparation of the known 6-Cl and 6-Br derivatives using improved synthetic procedures.Furthermore, the 6'-Br and -F derivatives have been prepared.The identities of the deprotected methyl glycosides have in all cases been established by 1H and 13 C NMR spectroscopy.The synthetic compounds have been tested as substrates for the enzyme amyloglucosidase (AMG) and has been found that compounds with a charged group in the 6-position, such as amino or carboxylate, or with substituents in the 6'-position are not substrates for the enzyme; all the other compounds can be hydrolysed by the enzyme, although at widely differing rates.The 6-halo compounds proved in competition experiments to be potent enzyme inhibitors.

Synthesis of 6-(S) Deuterium-Labelled Derivatives of Maltose and Isomaltose

The 6-(S) deuterium-labelled compounds methyl β-isomaltoside (4a), methyl β-maltoside (8a) and methyl 4,6-di-O-(α-D-glucopyranosyl)-β-D-glucopyranoside (12) have been synthesized from deuterium-substituted 1,6-anhydro compounds.The 6-(R) deuterium-labelled compound methyl β-maltoside (10) has been prepared by inversion at the 6-position of the corresponding 6-(S) derivative.The compounds have all been examined by (1)H NMR spectroscopy at 500 MHz and their preferred solution conformation has been inferred from the J56R and J56S coupling constants.

Synthesis of some 1,6-Anhydro Disaccharides via Aryl Glycosyl Sulfones

1,6-Anhydro-lactose, -maltose, and -cellobiose were practically prepared in mild reaction conditions and in fairly good yield via alkaline degradation of various aryl glycosyl sulfones derived from the corresponding disaccharides.