75348-19-5Relevant academic research and scientific papers
Nucleotidylation of unsaturated carbasugar in validamycin biosynthesis
Yang, Jongtae,Xu, Hui,Zhang, Yirong,Bai, Linquan,Deng, Zixin,Mahmud, Taifo
, p. 438 - 449 (2011/03/17)
Validamycin A is a member of microbial-derived C7N-aminocyclitol family of natural products that is widely used as crop protectant and the precursor of the antidiabetic drug voglibose. Its biosynthetic gene clusters have been identified in seve
Cyclitol Reactions, XIII.- Synthesis of Pseudosugars from D-Glucose by Intramolecular Horner-Emmons Olefination
Paulsen, Hans,Deyn, Wolfgang von
, p. 125 - 131 (2007/10/02)
The reaction of the aldehyde 3, prepared from D-glucose diethyl dithioacetal via 1 and 2, with lithium dimethyl methylphosphonat yields the adduct 4.Conversion of 4 into 9 followed by Swern oxidation results in the enone 6.Hydrogenation of 6 leads to pseu
α-Glucosidase Inhibitors, 5.- Investigations towards a Synthesis of C1-Branched Cyclitols from D-Glucose
Koehn, Arnim,Schmidt, Richard R.
, p. 1045 - 1054 (2007/10/02)
The glucose derivatives 1 and 2 were transformed by Ferrier rearrangement as one of the reaction steps into the cyclitol derivatives 3a,b and 4a,b, respectively.The attachment of a functional C1-side chain at the carbonyl group was tested with
DISPLACEMENT OF "PSEUDOANOMERIC" HYDROXYL GROUPS BY USING THE DIETHYL AZODICARBOXYLATE-TRIPHENYLPHOSPHINE SYSTEM
Hayashida, Mitsuo,Sakairi, Nobuo,Kuzuhara, Hiroyoshi
, p. 115 - 126 (2007/10/02)
1D-(1,2,4/3)-2,3,4-Tri-O-benzyl-5-(trityloxymethyl)-5-cyclohexene-1,2,3,4-tetrol (5a) and its 1L-(1,3/2,4) isomer (5b) were prepared from D-glucose, and they underwent ready mutual interconversion through an SN2 procedure employing a benzoic ac
Cyclitol Reactions, V. - Synthesis of Enantiomerically Pure Valienamine from Quebrachitol
Paulsen, Hans,Heiker, Fred R.
, p. 2180 - 2203 (2007/10/02)
An enantioselective synthesis of Valienamine (86) from quebrachitol (L-2O-methyl-chiro-inositol) (1) is described.Valienamine (86) is an unsaturated branched-chain aminocyclitol found in the central structural unit of the antidiabetic drug acarbose.Techniques for the introduction of side chains, azido groups, and double bonds into inositol systems are investigated.The methods developed in this connection are applied in the synthesis of valienamine.
