Matches in SemOpenAlex for { <https://semopenalex.org/work/W1987357334> ?p ?o ?g. }
- W1987357334 endingPage "2632" @default.
- W1987357334 startingPage "2623" @default.
- W1987357334 abstract "TMSOTf-mediated condensation of ethyl 4,6-O-benzylidene-1-thio-β-D-glucopyranoside (2) with peracetylated α-L-rhamnopyranosyl trichloroacetimidate donor 3a resulted in the formation of orthoester 4, which, after acetylation, rearranged into ethyl 3-O-(α-L-rhamnopyranosyl)-1-thio-β-D-glucopyranoside derivative 6a. The latter compound was converted into the corresponding trichloroacetimidate donors 8a–b. An alternative approach to trichloroacetimidate 8c commenced with the iodonium ion mediated glycosidation of ethyl 2,3,4-tri-O-benzoyl-1-thio-α-L-rhamnopyranside (15) with 1,2:5,6-diisopropylidene-D-glucofuranose (16) to afford disaccharide 17, which was transformed into 8c in five steps. Condensation of 8a–c with 2-[3,4-di-(tert-butyldimethyl-silyloxy)phenyl]ethanol (12) gave, after deacylation, key intermediate 14. Protecting-group manipulation of 14 and subsequent esterification of resulting 22 with 3,4-di-O-tert-butyldimethylsilylcaffeic acid (27) gave, after deprotection, verbascoside (1)." @default.
- W1987357334 created "2016-06-24" @default.
- W1987357334 creator A5002664761 @default.
- W1987357334 creator A5048808875 @default.
- W1987357334 creator A5062557643 @default.
- W1987357334 creator A5078406609 @default.
- W1987357334 creator A5088622927 @default.
- W1987357334 date "1999-10-01" @default.
- W1987357334 modified "2023-09-27" @default.
- W1987357334 title "Synthesis of Verbascoside: A Dihydroxyphenylethyl Glycoside with Diverse Bioactivity" @default.
- W1987357334 cites W1968072780 @default.
- W1987357334 cites W1973383097 @default.
- W1987357334 cites W1976635512 @default.
- W1987357334 cites W1976914317 @default.
- W1987357334 cites W1980498775 @default.
- W1987357334 cites W1985128175 @default.
- W1987357334 cites W1989067677 @default.
- W1987357334 cites W1997172971 @default.
- W1987357334 cites W2024916689 @default.
- W1987357334 cites W2025760222 @default.
- W1987357334 cites W2029335290 @default.
- W1987357334 cites W2029746043 @default.
- W1987357334 cites W2032418560 @default.
- W1987357334 cites W2037148204 @default.
- W1987357334 cites W2044775256 @default.
- W1987357334 cites W2046545279 @default.
- W1987357334 cites W2049521182 @default.
- W1987357334 cites W2060064428 @default.
- W1987357334 cites W2062389898 @default.
- W1987357334 cites W2064810874 @default.
- W1987357334 cites W2069643918 @default.
- W1987357334 cites W2070568736 @default.
- W1987357334 cites W2073305061 @default.
- W1987357334 cites W2076841337 @default.
- W1987357334 cites W2079076685 @default.
- W1987357334 cites W2082130288 @default.
- W1987357334 cites W2090254171 @default.
- W1987357334 cites W2092658289 @default.
- W1987357334 cites W2094312809 @default.
- W1987357334 cites W2339540398 @default.
- W1987357334 cites W2521294567 @default.
- W1987357334 cites W2949106910 @default.
- W1987357334 cites W2949874989 @default.
- W1987357334 doi "https://doi.org/10.1002/(sici)1099-0690(199910)1999:10<2623::aid-ejoc2623>3.0.co;2-k" @default.
- W1987357334 hasPublicationYear "1999" @default.
- W1987357334 type Work @default.
- W1987357334 sameAs 1987357334 @default.
- W1987357334 citedByCount "53" @default.
- W1987357334 countsByYear W19873573342012 @default.
- W1987357334 countsByYear W19873573342013 @default.
- W1987357334 countsByYear W19873573342014 @default.
- W1987357334 countsByYear W19873573342015 @default.
- W1987357334 countsByYear W19873573342016 @default.
- W1987357334 countsByYear W19873573342017 @default.
- W1987357334 countsByYear W19873573342018 @default.
- W1987357334 countsByYear W19873573342019 @default.
- W1987357334 countsByYear W19873573342021 @default.
- W1987357334 countsByYear W19873573342022 @default.
- W1987357334 countsByYear W19873573342023 @default.
- W1987357334 crossrefType "journal-article" @default.
- W1987357334 hasAuthorship W1987357334A5002664761 @default.
- W1987357334 hasAuthorship W1987357334A5048808875 @default.
- W1987357334 hasAuthorship W1987357334A5062557643 @default.
- W1987357334 hasAuthorship W1987357334A5078406609 @default.
- W1987357334 hasAuthorship W1987357334A5088622927 @default.
- W1987357334 hasConcept C106159729 @default.
- W1987357334 hasConcept C111771559 @default.
- W1987357334 hasConcept C162324750 @default.
- W1987357334 hasConcept C178790620 @default.
- W1987357334 hasConcept C185592680 @default.
- W1987357334 hasConcept C194671627 @default.
- W1987357334 hasConcept C2777346074 @default.
- W1987357334 hasConcept C2780387816 @default.
- W1987357334 hasConcept C2780439029 @default.
- W1987357334 hasConcept C2781253882 @default.
- W1987357334 hasConcept C71240020 @default.
- W1987357334 hasConceptScore W1987357334C106159729 @default.
- W1987357334 hasConceptScore W1987357334C111771559 @default.
- W1987357334 hasConceptScore W1987357334C162324750 @default.
- W1987357334 hasConceptScore W1987357334C178790620 @default.
- W1987357334 hasConceptScore W1987357334C185592680 @default.
- W1987357334 hasConceptScore W1987357334C194671627 @default.
- W1987357334 hasConceptScore W1987357334C2777346074 @default.
- W1987357334 hasConceptScore W1987357334C2780387816 @default.
- W1987357334 hasConceptScore W1987357334C2780439029 @default.
- W1987357334 hasConceptScore W1987357334C2781253882 @default.
- W1987357334 hasConceptScore W1987357334C71240020 @default.
- W1987357334 hasIssue "10" @default.
- W1987357334 hasLocation W19873573341 @default.
- W1987357334 hasOpenAccess W1987357334 @default.
- W1987357334 hasPrimaryLocation W19873573341 @default.
- W1987357334 hasRelatedWork W1500916356 @default.
- W1987357334 hasRelatedWork W1987357334 @default.
- W1987357334 hasRelatedWork W1995882151 @default.
- W1987357334 hasRelatedWork W1996250559 @default.
- W1987357334 hasRelatedWork W2004027167 @default.
- W1987357334 hasRelatedWork W2046598148 @default.
- W1987357334 hasRelatedWork W2065574437 @default.