85798-11-4Relevant academic research and scientific papers
Syntheses of (-)-gabosine A, (+)-4-epi-gabosine A, (-)-gabosine E, and (+)-4-epi-gabosine e
Kumar, Vikas,Das, Pintu,Ghosal, Partha,Shaw, Arun K.
experimental part, p. 4539 - 4546 (2011/07/08)
(+)-4-epi-Gabosine A 1 and (-)-gabosine A 2 have been synthesized starting from methyl α,d-glucopyranoside and methyl α,d-mannopyranoside, respectively, by utilizing Pd(0) catalyzed Stille coupling as the key step. On the other hand, syntheses of (+)-4-ep
Transformation of glucose into a novel carbasugar amino acid dipeptide isostere
Lastdrager, Bas,Timmer, Mattie S. M.,Van Der Marel, Gijsbert A.,Overkleeft, Herman S.,Overhand, Mark
, p. 41 - 59 (2008/04/18)
The synthesis of a novel carbasugar amino acid (15), starting from D-glucose and using the Ferrier rearrangement as a key step, is reported. Compound 15 is implemented as dipeptide isostere in the synthesis of a Leu-enkephalin analog. Copyright Taylor & F
Synthesis of cyclophellitol utilizing a palladium chloride mediated-ferrier-II rearrangement
Takahashi, Hideyo,Ikegami, Shiro
, p. 901 - 911 (2007/10/03)
Cyclophellitol and its C3-epimer have been synthesized from 5-enoglucopyranoside and 5-enomannopyranoside, respectively. The carbocyclic skeleton was constructed through a Ferrier-II reaction meditated by PdCl 2.
An efficient synthesis of cyclophellitol utilizing unusual regioselectivity of oxirane ring opening with Mes2BCH2Li
Takahashi, Hideyo,Iimori, Takamasa,Ikegami, Shiro
, p. 6939 - 6942 (2007/10/03)
Cyclophellitol has been synthesized from 5,6-enoglucoside efficiently. The carbacyclic skeleton was constructed through a Ferrier reaction mediated by PdCl2. The regioselectivity on the oxirane ring opening with Mes2BCH2Li
β-acarbose. I. The synthesis of 1-epivalienamine
McAuliffe, Joseph C.,Stick, Robert V.
, p. 193 - 196 (2007/10/03)
Improvements and modifications to a literature procedure for the synthesis of multigram amounts of a derivative of 1-epivalienamine are described. As well, various other derivatives of 1-epivalienamine, of potential use in the synthesis of carba sugars, a
An effective strategy for the synthesis of 6-O-(2-amino-2-deoxy-α-D-glucopyranosyl)-D-chiro- and -D-myo-inositol 1-phosphate related to putative insulin mimetics
Jaramillo,Chiara,Martin-Lomas
, p. 3135 - 3141 (2007/10/02)
Two glycosylinositol phosphates related to putative insulin mimetics, 6-O-(2-amino-2-deoxy-α-D-glucopyranosyl)-D-chiro-inositol 1-phosphate (1) and 6-O-(2-amino-2-deoxy-α-D-glucopyranosyl)-D-myo-inositol 1-phosphate (2), have been synthesized from selectively protected and enantiomerically pure D-chiro- and myo-inositol derivatives. The D-chiro-inositol unit was prepared in a multigram scale from D-glucose using the Ferrier's carbocyclization route, and it was transformed into the corresponding myo epimer by an oxidation-reduction sequence. The trichloroacetimidate method was applied efficiently for the key glycosylation of the inositol derivatives.
Synthesis of new aminocyclitols as potent enzymatic inhibitors
Letellier, Philippe,Ralainirina, Robert,Beaupere, Daniel,Uzan, Raoul
, p. 4555 - 4558 (2007/10/02)
The syntheses of new pseudo-saccharides having an allylic amino moiety or an aziridine group are reported starting from methyl-α-D-glucopyranoside. To enhance the hydrophilic/lipophilic balance, pseudo-saccharides 9 and 10 were linked with a glycosyl deri
Synthesis of Branched-chain D-myo-Inositols using the Sigmatropic Claisen Rearrangement
Augy-Dorey, Sophie,Barton, Derek H. R.,Gero, Stephen D.,Quiclet-Sire, Beatrice,Sagnard, Isabelle
, p. 960 - 961 (2007/10/02)
A new and efficient synthesis of branched-chain cyclitols and their congeners utilizing a stereospecific Claisen rearrangement is reported.
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
