524944-43-2Relevant academic research and scientific papers
Further development of the tin-catalyzed transcarbamoylation reaction
Hasegawa, Tomoyuki,Ichikawa, Yoshiyasu,Masuda, Toshiya,Minami, Takahiro,Morishita, Yukinori,Ochi, Rika,Sato, Hiroshi
, p. 2373 - 2378 (2020/08/19)
Studies carried out to further develop tin-catalyzed trans-carbamoylation reactions demonstrated that transcarbamoylation of cinnamyl alcohol in the context of allyl cyanate-to-isocyanate rearrangement can be efficiently carried out on a ten-gram scale and that tin-catalyzed transcarbamoylation is a valuable alternative to the method using trichloroacetyl isocyanate. In addition, methyl carbamate was found to be an economical carabamoyl donor in tin-catalyzed transcarbamoylation, which showed broad functional group tolerance and allowed a streamlined workup procedure. Finally, a unique synthetic method was developed for the preparation of carbamate-tethered terpene glycoconjugates.
Stereospecific synthesis of urea-tethered neoglycoconjugates starting from glucopyranosyl carbamates
Ichikawa, Yoshiyasu,Nishiyama, Taihei,Isobe, Minoru
, p. 2621 - 2627 (2007/10/03)
Silyl-assisted elimination reaction of glucopyranosyl carbamates has been established for the synthesis of α- and β-D-glucopyranosyl isocyanates and ureas. This method proved to be useful for the synthesis of urea-tethered neoglycoconjugates.
Glucopyranosyl isocyanates as versatile glycosylating reagents for the preparation of neoglycoconjugates
Nishiyama, Taihei,Ichikawa, Yoshiyasu,Isobe, Minoru
, p. 47 - 50 (2007/10/03)
A new and simple synthetic method for the preparation of glucopyranosyl isocyanates has been developed. This method establishes a convenient access to the urea- and carbamate-tethered neoglycoconjugates starting from glucopyranosyl isocyanates.
