804500-78-5Relevant articles and documents
Docking and SAR studies of D- and L-isofagomine isomers as human β-glucocerebrosidase inhibitors
Kato, Atsushi,Miyauchi, Saori,Kato, Noriko,Nash, Robert J.,Yoshimura, Yuichi,Nakagome, Izumi,Hirono, Shuichi,Takahata, Hiroki,Adachi, Isao
, p. 3558 - 3568 (2011/07/09)
We report the structure-activity relationship of a series of d-, and l-isofagomine and fagomine isomers as glycosidase inhibitors. Our study revealed that a positive charge at the anomeric position of d-isofagomines enhanced the potency toward β-glycosida
A new route to diverse 1-azasugars from N-Boc-5-hydroxy-3-piperidene as a common building block
Ouchi, Hidekazu,Mihara, Yukiko,Takahata, Hiroki
, p. 5207 - 5214 (2007/10/03)
A new general method for the synthesis of a variety of 1-azasugars with a nitrogen atom at the anomeric position is described. The readily available chiral N-Boc-5-hydroxy-3-piperidene 3 is transformed to isofagomine (2), homoisofagomine (13), and 5′-deox
Conversion of chiral unsaturated cyanohydrins into chiral carba- and heterocycles via ring-closing metathesis
Van Den Nieuwendijk, Adrianus M.C.H.,Ghisaidoobe, Amar B.T.,Overkleeft, Herman S.,Brussee, Johannes,Van Der Gen, Arne
, p. 10385 - 10396 (2007/10/03)
Aliphatic unsaturated cyanohydrins 1-3 served as starting materials in the synthesis of a set of new chiral unsaturated cyclic 1,2-ethanolamines. Combining a Grignard addition-NaBH4 reduction sequence with a ring-closing metathesis afforded uns
A short and concise synthesis of isofagomine, homoisofagomine, and 5′-deoxyisofagomine
Ouchi, Hidekazu,Mihara, Yukiko,Watanabe, Hitomi,Takahata, Hiroki
, p. 7053 - 7056 (2007/10/03)
A short and concise synthesis of isofagomine derivatives via the epoxidation of chiral N-Boc-5-hydroxy-3-piperidene, followed by regioselective epoxide ring opening is described. This constitutes the first reported synthesis of homoisofagomine and the 5′-