51607-16-0Relevant articles and documents
Total synthesis of the resorcylic lactone-based kinase inhibitor L-783277
Hofmann, Tatjana,Altmann, Karl-Heinz
scheme or table, p. 1500 - 1504 (2009/04/07)
The total synthesis of the natural product L-783277 (1) has been accomplished based on the convergent assembly of building blocks 9, 10, and 14. Key steps are the Suzuki coupling of olefin 11 and aromatic building block 14, the Mitsunobu-based macrolac-to
Synthesis and mannosidase inhibitory activity of 6- and 7-substituted analogs of swainsonine
Pearson, William H,Hembre, Erik J
, p. 8273 - 8276 (2007/10/03)
Swainsonine (1), an inhibitor of the important glycoprotein-processing enzyme Golgi α-mannosidase II, is a clinical candidate for cancer treatment. Analogs bearing substituents at C-6 and C-7 have been prepared and evaluated as inhibitors of α-mannosidase
Method for preparing swainsonine
-
, (2008/06/13)
(-)-Swainsonine may be prepared by (i) reacting a compound of formula (8): STR1 wherein OMs is methanesulfonyl with H 2 in the presence of Pd(OH) 2 followed by NaOMe, to obtain a compound of formula (9): STR2 and (ii) reducing the carbonyl group and hydrolyzing the ketal group in the compound of formula (9) to obtain (-)-swainsonine of formula (1): STR3
An enantiocontrolled synthesis of (-)-Swainsonine
Kang, Sung Ho,Kim, Geun Tae
, p. 5049 - 5052 (2007/10/02)
(-)-Swainsonine 1, first isolated from the fungus Rhizoctonia leguminicola, has been sythesized enantioseletively. The key step was the stereoselective iodoamination of trichloro- acetimidate derived from (Z)- olefinic allylic alcohol 7.
Synthesis of sugars from substituted and unsubstituted arene diols
-
, (2008/06/13)
There are disclosed processes for the synthesis of substituted and unsubstituted arene diols useful in the further synthesis of sugars, sugar derivatives, chiral synthons or amino acids.
89. Deoxy-nitrosugars. 10th Communication. Synthesis of Isosteric Phosphonate Analogues of Ulose-1-Phosphates
Julina, Radomir,Vasella, Andrea
, p. 819 - 830 (2007/10/02)
A general approach to isosteric phosphonate analogues of ulose-1-phosphates is described.A base-catalysed chain elongation via a Michael addition of 1-deoxy-1-nitro-sugars 4, 8, and 16 to the vinylphosphonate 18 followed by hydrolysis of the nitro adducts
PHOTO-OXYGENATION OF GLYCOSYLFURANS. REARRANGEMENT OF C-GLYCOSYL INTO O-GLYCOSYL DERIVATIVES
Aparicio, F. J. Lopez,Sastre, J. A. Lopez,Garcia, J. Isac,Diaz, R. Robles
, p. 19 - 28 (2007/10/02)
Photo-oxygenation of 3-ethoxycarbonyl-5-(2,3-O-isopropylidene-β-D-erythrofuranosyl)-2-methylfuran and 3-hydroxymethyl-5-(2,3-O-isopropylidene-β-D-erythrofuranosyl)-2-methylfuran yields the corresponding endo-peroxydes which rearrange at room temperature into the O-glycosyl derivatives ethyl 2,3-O-isopropylidene-β-D-erythrofuranosyl 2-acetylfumarate and 2,3-O-isopropylidene-β-D-erythrofuranosyl 3-acetyl-3-hydroxymethylacrylate, respectively.The endo-peroxides can be reduced without rearrangement, yielding C-glycosyl derivatives.Alcoholysis of the O-glycosyl derivatives yields 2,3-O-isopropylidene-D-erythrose, dialkyl 2-acetyl-3-alkoxysuccinates, 4-ethoxycarbonyl-5-methoxy-5-methyl-2-oxo-2,5-dihydrofuran and 4-hydroxymethyl-5-methoxy-5-methyl-2-oxo-2,5-dihydrofuran.