108692-47-3Relevant articles and documents
Nucleophilic additions to cyclic nitrones en route to iminocyclitols - Total syntheses of DMDP, 6-deoxy-DMDP, DAB-1, CYB-3, nectrisine, and radicamine B
Merino, Pedro,Delso, Ignacio,Tejero, Tomas,Cardona, Francesca,Marradi, Marco,Faggi, Enrico,Parmeggiani, Camilla,Goti, Andrea
experimental part, p. 2929 - 2947 (2009/04/06)
Highly diastereoselective nucleophilic additions to cyclic nitrones derived from L-malic acid and D-arabinose have been used for the construction of enantiomerically pure polyhydroxylated pyrrolidines. The synthetic strategy adopted was based on an oxidat
Stereoselective synthesis of the α-glucosidase inhibitor nectrisine
Hulme, Alison N.,Montgomery, Charles H.
, p. 7649 - 7653 (2007/10/03)
The α-glucosidase inhibitor nectrisine was synthesised in 12 steps (31% overall yield) starting from D-serine. The three contiguous stereocentres of this iminosugar were introduced via a highly diastereoselective boron mediated glycolate aldol reaction.
A new concise synthesis of nectrisine and its facile conversion to phosphonoazasugars
Bosco, Micha?l,Bisseret, Philippe,Bouix-Peter, Claire,Eustache, Jacques
, p. 7949 - 7952 (2007/10/03)
The synthesis of new sugar-derived phosphonic acids from protected nectrisine is described. The key step is a highly stereoselective addition of a phosphonate anion to a sugar-derived dihydropyrrole to provide a versatile synthetic intermediate which can be functionalised in multiple ways.
Synthesis of nectrisine and related compounds, and their biological evaluation
Kim, Yong Jip,Takatsuki, Akira,Kogoshi, Naoto,Kitahara, Takeshi
, p. 8353 - 8364 (2007/10/03)
An efficient and novel process is described for the synthesis of nectrisine 5 and its related derivatives 6,7 as potent glucosidase inhibitors via the corresponding lactams starting from D-(-)-diethyl tartrate. Also the results of biological evaluation of the synthesized compounds are described.
Novel synthesis of nectrisine and 4-epi-nectrisine
Kim, Yong Jip,Kitahara, Takeshi
, p. 3423 - 3426 (2007/10/03)
Nectrisine 1, a potent glycosidase inhibitor, and 4-epi-Nectrisine 2 were synthesized from D-(-)-diethyl tartrate through the corresponding lactams. N-acyl protection was crucial to effect the reduction of the corresponding lactams to amino alcohols.
Structure and synthesis of nectrisine, a new immunomodulator isolated from a fungus
Kayakiri,Nakamura,Takase,Setoi,Uchida,Terano,Hashimoto,Tada,Koda
, p. 2807 - 2812 (2007/10/02)
The structure of a novel immunomodulator, nectrisine (1), has been elucidated on the basis of chemical and spectroscopic evidence. Its absolute stereochemistry was predicted on the basis of the dibenzoate chirality rule and finally confirmed by a synthesi
STRUCTURE OF FR 900483, A NEW IMMUNOMODULATOR ISOLATED FROM A FUNGUS
Kayakiri, Hiroshi,Takase, Shigehiro,Setoi, Hiroyuki,Uchida, Itsuo,Terano, Hiroshi,Hashimoto, Masashi
, p. 1725 - 1728 (2007/10/02)
The structure of the immunomodulator FR 900483 (C5H9NO3) has been shown to be 1 on the basis of chemical and spectroscopic evidence and confirmed by a synthesis from D-glucose.