104322-68-1Relevant articles and documents
Total synthesis of Berkeleylactone F
Kumar, J. V. Shanmukha,Sridhar, Gattu,Syed, Tasqeeruddin,Vakiti, Anantha Reddy,Valluru, Krishna Reddy,Verma, S. Naresh
, (2021/12/22)
An efficient total synthesis of Berkeleylactone F has been synthesized from the known starting materials. The key steps involved in the synthesis are Wittig reaction, epoxide ring opening with 1, 3-dithiane and Yamaguchi macrolactonization.
Efficient synthesis of suitably protected β-difluoroalanine and γ-difluorothreonine from L-ascorbic acid
Li, Gongyong,Van Der Donk, Wilfred A.
, p. 41 - 44 (2007/10/03)
(Chemical Equation Presented) Fluorinated amino acids are useful building blocks for the preparation of biologically active peptides and peptidomimetics with increased metabolic stability. We report here the synthesis of two fluorinated amino acids, β-dif
Stereoisomeric imidazolo-pentoses - Synthesis, chiroptical properties, and evaluation as glycosidase inhibitors
Tschamber, Theophile,Siendt, Herve,Boiron, Arnaud,Gessier, Francois,Deredas, Dariusz,Frankowski, Andrzej,Picasso, Sylviane,Steiner, Heinz,Aubertin, Anne-Marie,Streith, Jacques
, p. 1335 - 1347 (2007/10/03)
The syntheses of all four imidazolo-piperidino-pentoses in the L-series ent-2 to ent-5, and of three out of the four possible stereomers in the D-series 3, 4, and 5, are reported. The linear imidazolo sugar precursors were prepared, either by double condensation of formamidine with protected aldohexoses, or by nucleophilic addition of a lithiated imidazole derivative to protected aldotetroses. Cyclisation of these linear imidazolo-carbohydrates was performed by intramolecular SN2 reactions. These were followed by deprotection to the target molecules. The four pairs of opposite enantiomers showed pronounced mirror-image-type Cotton effects in their CD spectra. All stereomers of the D-series show a negative rotatory power ([α]D), while the stereomers of the L-series show a positive one. None of the eight imidazolo sugars inhibited the replication of HIV-1. Some of them proved to be rather selective but only moderately potent inhibitors of α-glycosidases, as determined by Michaelis-Menten kinetics.
