627466-64-2Relevant articles and documents
A novel and efficient deprotection of the allyl group at the anomeric oxygen of carbohydrates
Yu, Biao,Zhang, Jianbo,Lu, Shoufu,Hui, Yongzheng
, p. 29 - 30 (1998)
Perfluoroalkylation with perfluoroalkyl iodide under sodium dithionite and sodium bicarbonate in acetonitrile/water followed by elimination in the presence of zinc powder and ammonium chloride in ethanol was disclosed to be an extremely mild and efficient procedure for deprotection of the anomeric allyl group of carbohydrates.
Synthesis of photolabile group protected anomeric acetals and its application in carbohydrate synthesis with the assistance of continuous flow photo-reactor
Tiwari, Varsha,Badavath, Vishnu Nayak,Singh, Adesh Kumar,Kandasamy, Jeyakumar
, p. 227 - 236 (2020/03/18)
Selective deprotection of photolabile anomeric 2-nitrobenzyl acetals was achieved using continuous flow photo-reactor (UV radiation at 355 nm) in methanol-water. Various protecting groups such as acetyl, benzyl, benzoyl, benzylidine, TBS, etc. were found to be highly stable during the photolysis.
Aralia saponin derivative as well as preparation method and application thereof (by machine translation)
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, (2019/08/20)
The invention discloses an Aralia saponin derivative as well as a preparation method and application, thereof. A structure represented by the general formula (I). To the invention, oleanolic acid and four sugar, coffee acid or 3 - methoxy 4 - hydroxycinna
Aralia elata seem monomer saponin derivative and preparation method and use thereof
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, (2019/08/30)
The invention discloses an aralia elata seem monomer saponin derivative and a preparation method and use thereof. The derivative has a structure represented by a general formula (I). Oleanolic acid orursolic acid, five kinds of sugars and caffeic acid are
Ionic liquid-assisted catalysis for glycosidation of two triterpenoid sapogenins
Zhang, Tenghe,Li, Xinlu,Song, Hang,Yao, Shun
, p. 16881 - 16888 (2019/11/14)
In order to both investigate the universality of ionic liquid-based catalytic systems for synthesis of triterpene saponins and explore their effective application methods together with the catalytic behaviors of ionic liquids in related reactions by comparison between different initiators, oleanolic acid and ursolic acid were selected to establish a catalytic system for glycosylation in this study as typical representatives of pentacyclic triterpene sapogenins. As a result, it was found that the system of [C4mim][OTf] + TMSOTf in the reactions between the glycosyl receptors and donors showed obvious catalytic effects; also, the system was stable and could be recycled. The functions of IL include solvent, cocatalyst and stabilizer, simultaneously; thus, the current catalytic system is greener, simpler and more efficient. The reaction time was short, and only β-type products were obtained. This study offers a reference for developing a new glucoside synthesis technology and provides sufficient preliminary exploration and basic data for further large-scale applications.
ENDOSOMAL CLEAVABLE LINKERS
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, (2018/08/20)
The present disclosure relates generally to cleavable linkers and uses thereof.
3 - monosaccharide acid oxygen glucoside oleanolic alkane type and wusu alkane triterpene saponin derivative and its preparation method and application
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, (2017/08/25)
The invention discloses a 3-monouronic acid o-glycoside oleanane type and ursane type triterpenoid saponin derivative. The derivative has a structural formula as shown in the specification, wherein R4 is one of H atom, alkyl containing 1-10 carbons, alkyl
OFox imidates as versatile glycosyl donors for chemical glycosylation
Nigudkar, Swati S.,Wang, Tinghua,Pistorio, Salvatore G.,Yasomanee, Jagodige P.,Stine, Keith J.,Demchenko, Alexei V.
, p. 348 - 359 (2017/01/13)
Previously we communicated 3,3-difluoroxindole (HOFox)-mediated glycosylations wherein 3,3-difluoro-3H-indol-2-yl (OFox) imidates were found to be key intermediates. Both the in situ synthesis from the corresponding glycosyl bromides and activation of the
Regenerative glycosylation under nucleophilic catalysis
Nigudkar, Swati S.,Stine, Keith J.,Demchenko, Alexei V.
supporting information, p. 921 - 923 (2014/02/14)
This article describes 3,3-difluoroxindole (HOFox)-mediated glycosylation. The uniqueness of this approach is that both the in situ synthesis of 3,3-difluoro-3H-indol-2-yl (OFox) glycosyl donors and activation thereof can be conducted in a regenerative fashion as is a typical reaction performed under nucleophilic catalysis. Only a catalytic amount of the OFox imidate donor and a Lewis acid activator are present in the reaction medium. The OFox imidate donor is constantly regenerated upon its consumption until glycosyl acceptor has reacted.
A new method for selective deprotection of anomeric N,O -dimethylhydroxylamine promoted by TMSCl
Huang, Shengjun,Liao, Jun,Zhao, Qingjie,Chai, Xiaoyun,Wang, Baogang,Yu, Shichong,Wu, Qiuye
, p. 158 - 168 (2013/03/29)
TMSCl was shown to be an efficient reagent for selective deprotection of the anomeric position protected as N,O-dimethylhydroxylamine glycoside. This deprotection condition was proved to be compatible with a number of protecting groups, such as the TBDPS, acetyl, benzyl, benzylidene, and benzoyl groups.Copyright Taylor and Francis Group, LLC.
