851625-43-9Relevant academic research and scientific papers
Synthesis of a tetrasaccharide related to the triterpenoid saponin Bellisoside isolated from Bellis perennis (compositae)
Mandal, Santanu,Sharma, Nayan,Mukhopadhyay, Balaram
experimental part, p. 2172 - 2176 (2010/10/21)
A concise synthesis of a tetrasaccharide related to the triterpenoid saponins Bellisoside has been accomplished from commercially available monosaccharides through rational protecting group manipulations and stereoselective glycosylations. For the glycosylation reactions, H 2SO4-silica has been successfully used as an alternative to conventional Lewis acids such as TfOH or TMSOTf. The target tetrasaccharide has been synthesized in the form of its p-methoxyphenyl glycoside which leaves scope for further glyco-conjugate formation through the selective deprotection of p-methoxyphenyl glycoside followed by trichloroacetimidate chemistry.
Tandem one-pot acetalation-acetylation for direct access to differentially protected thioglycosides and O-glycosides with p-toluenesulfonic acid
Mong, Kwok-Kong Tony,Chao, Chin-Sheng,Chen, Min-Chun,Lin, Chun-Wei
body text, p. 603 - 606 (2009/07/01)
A new tandem one-pot acetalation-acetylation procedure is reported which streamlines routine protecting-group manipulation of carbohydrate molecules in production of differentially protected O- and thioglycosides. This new procedure eliminates the use of
One-pot acetalation-acetylation of sugar derivatives employing perchloric acid immobilised on silica
Mukhopadhyay, Balaram,Russell, David A.,Field, Robert A.
, p. 1075 - 1080 (2007/10/03)
Perchloric acid immobilised on silica gel has been used as an efficient promoter for per-O-acetylation, and acetalation and subsequent O-acetylation of glycosides and thioglycosides in one-pot using stoichiometric reagents.
