114621-71-5Relevant articles and documents
Syntheses of the Fungicide/Insecticide Allosamidin and a Structural Isomer
Blattner, Regine,Furneaux, Richard H.,Kemmitt, timothy,Tyler, Peter C.,Ferrier, Robert J.,Tiden, Anna-Karin
, p. 3411 - 3422 (2007/10/02)
A synthesis of the naturally occurring inhibitor of chitin metabolism, allosamidin 1, involves, as the key step, condensation between the allosamizoline derivative 39, prepared following oxyamination of the cyclopentene 19, and the disaccharide glycosylating agent 54 which was synthesised from 2-acetamido-2-deoxy-D-glucose.The structural isomer 59 of allosamidin is also reported.Brief biological test results obtained using isomers 1 and 59 are recorded.
Synthesis of (-)-Allosamizoline, the Pseudoaminosugar Moiety of Allosamidin, a Chitinase Inhibitor
Kitahara, Takeshi,Suzuki, Norio,Koseki, Koshi,Mori, Kenji
, p. 1906 - 1909 (2007/10/02)
The enantioselective synthesis of (-)-allosamizoline (2a), the aminocyclitol moiety of allosamidin (1a), was achieved by starting from D-glucosamine (3).Intramolecular nitrile oxide cycloaddition was adopted as the key step to construct a functional cyclo
An Enantiospecific Synthesis of Allosamizoline
Simpkins, Nigel S.,Stokes, Stephen,Whittle, Alan J.
, p. 2471 - 2478 (2007/10/02)
An enantiospecific synthesis of allosamizoline 4, the aglycone of the chitinase inhibitor allosamidin 3, has been achieved, starting from readily available glucosamine.The key step in the synthesis involves the cyclisation of a carbon-centred radical onto
An Enantiospecific Total Synthesis of Allosamizoline
Simpkins, Nigel S.,Stokes, Stephen,Whittle, Alan J.
, p. 793 - 796 (2007/10/02)
An enantiospecific total synthesis of allosamizoline has been accomplished in a short stereoselective sequence starting from glucosamine.
Enantiospecific total synthesis of (-)-allosamizoline, and aminocyclitol moiety of the insect chitinase inhibitor allosamidin
Nakata, Masaya,Akazawa, Seiji,Kitamura, Shuji,Tatsuta, Kuniaki
, p. 5363 - 5366 (2007/10/02)
Total synthesis of (-)-allosamizoline (2), an aminocyclitol moiety of the insect chitinase inhibitor allosamidin (1) has been enantiospecifically synthesized from D-glucosamine by using an intramolecular cycloaddition of the nitrile oxide to an olefin as a key step.
