29780-94-7Relevant academic research and scientific papers
2,3,4,5-tetra-?-acetyl-1,6-di-?-(triphenylmethyl)-D- mannitol
Shalaby, M. Ashraf,Fronczek, Frank R.,Voll, Ronald J.,Watkins, Steven F.,Younathan, Ezzat S.
, p. 381 - 383 (1996)
The central six-C-atom chain of the title compound, C52H50O10, adopts a nearly planar extended conformation free from C//C, C//O and O//O 1,3-parallel interactions. The three torsion angles formed by these atoms have values of 177.4(2), 174.2(2) and -178.0(2)°. The bulky triphenylmethyl groups, which are oriented gauche to their neighboring acetoxy groups with O-C-C-O torsion angles of -69.8 (2) and -63.0 (2)°, cause no distortion of the bond lengths and bond angles of the sugar moiety.
Stereoregular poly-O-methyl [m,n]-polyurethanes derived from D-mannitol
Fidalgo, Daniela M.,Kolender, Adriana A.,Varela, Oscar
, p. 463 - 470 (2013)
Novel linear carbohydrate-derived [m,n]-polyurethanes are successfully prepared using D-mannitol as renewable and low cost starting material. The key comonomer, 1,6-di-O-phenylcarbonyl-2,3,4,5-tetra-O-methyl-D-mannitol is polymerized with a diamine synthesized from D-mannitol or with alkylenediamines. These polymerization reactions afford, respectively, a [6,6]-polyurethane entirely based on a carbohydrate derivative or [m,n]-polyurethanes constituted by a poly-O-methyl substituted unit alternating with a polymethylene chain. All these polymers are stereoregular, as result of the C2 axis of symmetry of mannitol. The optically active polyurethanes are characterized by standard methods (FTIR, RMN, GPC, TGA, and DSC). Thus, GPC analysis reveals weight-average molecular weights between 18,000 and 25,000 Da. Thermal studies (DSC) indicate that the polymers obtained are amorphous materials with T g values dependent on the structure and chain length of the diamine constituent.
Synthesis of allo - And epi -inositol via the NHC-catalyzed carbocyclization of carbohydrate-derived dialdehydes
Stockton, Kieran P.,Greatrex, Ben W.,Taylor, Dennis K.
, p. 5088 - 5096 (2014/06/23)
A synthesis of carbocyclic sugars from carbohydrate-derived dialdehydes using organocatalysis has been developed. Sorbitol, mannitol, and galactitol were converted via 1,6-tritylation, perbenzylation or permethylation, detritylation, and Swern oxidation into 2,3,4,5-tetra-O-alkyl-dialdoses that were cyclized via the benzoin reaction promoted by a triazolium carbene. Manno- and galacto-configured dialdehydes gave predominantly single inosose stereoisomers in up to 75% yield if the mixture was acetylated prior to isolation while the gluco-dialdehyde afforded a mixture of three stereoisomers in 61% overall yield. The inososes were stereospecifically reduced using sodium borohydride and then deprotected to give allo- and epi-inositol in good yield that confirmed the structural and stereochemical assignments.
Separate synthesis and evaluation of glucitol bis-phosphate and mannitol bis-phosphate, as competitive inhibitors of fructose bis-phosphate aldolases
Mabiala-Bassiloua, Charles-Gabin,Zwolinska, Magdalena,Therisod, Helene,Sygusch, Jurgen,Therisod, Michel
, p. 1735 - 1737 (2008/12/21)
We report the first unambiguous syntheses of glucitol-1,6-bis-phosphate and mannitol-1,6-bis-phosphate and their competitive inhibition of various fructose bis-phosphate aldolases.
New derivatives of D-mannaric and galactaric acids. Synthesis of a new stereoregular Nylon 66 analog from carbohydrate-based monomers having the D-manno configuration
Mancera, Manuel,Roffe, Isaac,Rivas, Manuel,Galbis, Juan A.
, p. 1115 - 1119 (2007/10/03)
2,3,4,5-Tetra-O-methyl-D-mannaric and galactaric acids and their bis(pentachlorophenyl) esters have been prepared as crystalline compounds, in good yields, from D-mannitol and galactitol, respectively. A new stereoregular polyamide, analogous to Nylon 66,
A straightforward synthesis of perbenzylated conduritols from alditols by ring closing olefin metathesis
Gallos, John K.,Koftis, Theocharis V.,Sarli, Vassiliki C.,Litinas, Konstantinos E.
, p. 3075 - 3077 (2007/10/03)
The synthesis of perbenzylated conduritols A, E and F has been achieved in six steps by formal conversion of galactitol, D-mannitol and D-glucitol into the respective terminal dienes, followed by ring closing olefin metathesis. The Royal Society of Chemistry 1999.
Synthesis of cyclitols fused with a furoxan ring from alditols by intramolecular nitrile oxide dimerization
Gallos, John K.,Koftis, Theoharis V.,Karamitrou, Vassiliki I.,Koumbis, Alexandros E.
, p. 2461 - 2462 (2007/10/03)
The synthesis of cyclitols fused with a furoxan ring has been achieved by conversion of an alditol to a bis-(aldoxime) and further oxidation of the oxime groups with N-chlorosuccinimide to nitrile oxides, which spontaneously dimerize intramolecularly to form a furoxan ring.
