130523-98-7Relevant academic research and scientific papers
Radical cyclization of sugar-derived β-(alkynyloxy)acrylates: Synthesis of novel fused ethers
Leeuwenburgh, Michiel A.,Litjens, Remy E. J. N.,Codee, Jeroen D. C.,Overkleeft, Herman S.,Van Der Marel, Gijsbert A.,Van Boom, Jacques H.
, p. 1275 - 1277 (2007/10/03)
(equation presented) Tributyltin radical mediated cyclization of carbohydrate-derived β-(alkynyloxy)acrylates leading to highly functionalized cis-and trans-fused bicyclic ethers of various ring sizes is described. The efficacy of the radical cyclization is nicely illustrated in the iterative construction of a frans-fused tricyclic tetrahydropyran.
A convenient route to cis- and trans-fused bicyclic ethers by ruthenium mediated ring-closing metathesis of diene and enyne carbohydrate derivatives
Leeuwenburgh, Michiel A.,Kulker, Camiel,Duynstee, Howard I.,Overkleeft, Herman S.,Van der Marel, Gijsbert A.,Van Boom, Jacques H.
, p. 8253 - 8262 (2007/10/03)
A general approach towards the construction of highly functionalised pyranopyran and pyranofuran systems via Grubbs [Ru] catalysed ring-closing metatheses of neighbouring vinyl-O-allyl and vinyl-O-propargyl functions on monosaccharide scaffolds is describ
Synthesis of L-α-phosphatidyl-D-myo-inositoi 5-phosphate and L-α- phosphatidyl-D-myo-inositol 3,5-bisphosphate
Peng, Jirong,Prestwich, Glenn D.
, p. 3965 - 3968 (2007/10/03)
Two new 5-phosphorylated phosphatidylinositols have been synthesized from methyl α-D-glucopyranoside as the chiral precursor. These new PtdInsP(n)s have been recently detected in mammalian cells.
Chiral Synthesis of the BC-Ring System of Ciguatoxin from D-Glucose
Ami, Ei'ichi,Kishimoto, Hisakazu,Ohrui, Hiroshi,Meguro, Hiroshi
, p. 2019 - 2024 (2007/10/03)
The BC-ring system of ciguatoxin was stereoselectively synthesized by 12 steps from methyl α-D-glucopyranoside.
Synthesis of P-5 tethered inositol-1,2,6-trisphosphate, an affinity reagent for α-trinositol receptors
Chaudhary, Anu,Dorman, Gyoergy,Prestwich, Glenn D.
, p. 7521 - 7524 (2007/10/02)
The synthesis of D-myo-P-5-(O-aminopropyl)-Ins(1,2,5,6)P4, a phosphodiester analog of Ins(1,2,6)P3 tethered at the C-5 position, has been achieved and a photoaffinity label has been prepared.
STEREOSELECTIVE SYNTHESIS OF DIPYRANYL C-DISACCHARIDES
Sutherlin, Daniel P.,Armstrong, Robert W.
, p. 4897 - 4900 (2007/10/02)
The synthesis of trans-fused dipyranyl sugars containing an acetylenic moiety at C-1 has been completed starting from D-glucose.Formation of the β-substituted C-disaccharide provides a water soluble sugar-based linker spanning approximately 12.8 Angstroem.
Synthesis and enzymatic evaluation of two conformationally restricted trisaccharide analogues as substrates for N-acetylglucosaminyltransferase V
Lindh, Ingvar,Hindsgaul, Ole
, p. 216 - 223 (2007/10/02)
The synthetic trisaccharide βGlcNAc(1→2)αMan(1→6)βGlc-O(CH2) 7CH3 (5) is an acceptor substrate for the enzyme N-acetylglucosaminyltransferase V (GlcNAcT-V) which adds an additional βGlcNAc residue to the 6-position of the
Preferred Conformation of C-Glycosides. 7. Preferred Conformation of Carbon Analogues of Isomaltose and Gentiobiose
Goekjian, Peter G.,Wu, Tse-Chong,Kang, Han-Young,Kishi, Yoshito
, p. 6422 - 6434 (2007/10/02)
The preferred solution conformation of the 1,6-linked C-disaccharides 3 and 4, carbon analogues of methyl isomaltoside and methyl gentiobioside, was shown to be 3-A and 4-A, respectively, by 1H NMR spectroscopy.
The Synthesis of Some Octenoses as Potential Precursors to Lincosamine, a Derived Portion of the Antibiotic Lincomycin
Stick, Robert V.,Tilbrook, D. Matthew G.
, p. 1643 - 1655 (2007/10/02)
Methyl (E)-2,3-di-O-benzyl-6,7,8-trideoxy-α-D-galacto-oct-6-enopyranoside, a potential precursor to lincosamine, has been prepared from both methyl α-D-galactopyranoside and methyl α-D-glucopyranoside, with the required inversion at C4 in the latter sequence being effected by a conventional oxidation-reduction.As well, (E)-6,7-dideoxy-1,2:3,4-di-O-isopropylidene-α-D-galacto-oct-6-enose and (E)- and (Z)-6,7,8-trideoxy-1,2:3,4-di-O-isopropylidene-α-D-galacto-oct-6-enose have been prepared from 1,2:3,4-di-O-isopropylidene-α-D-galactose.
