6338-63-2Relevant academic research and scientific papers
Thioacetate deprotection
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Sheet 1/2, (2008/06/13)
A method of thioacetate deprotection by providing a compound of the formula R1—S—CO—R2, and reacting the compound with a quaternary ammonium cyanide salt in the presence of a protic solvent in an inert atmosphere to convert the compound to a product of the formula R1—SH. R1 is an organic group in which the bonding to sulfur is through a saturated carbon, and R2 is an aliphatic group.
5-HYDROXYINDOLE-3-CARBOXYLATES DERIVATIVES AND THEIR USE
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Page/Page column 14, (2010/11/25)
The present invention relates to 5-hydroxy-indole-3-carboxylate derivatives of formula I , or racemic mixture or optical isomers or pharmaceutically acceptable salts and/or hydrates thereof, wherein: substitutents R 1 , R 2 , Z, X and Y are as defined in the description. The compounds of formula I can be useful for preparation of medicament for treatment and/or prophylaxis of virus infections, especially for preparation of medicament for anti-HBV (Hepatitis B virus) and anti-HIV (Human immunodeficiency virus).
Aliphatic thioacetate deprotection using catalytic tetrabutylammonium cyanide
Holmes, Brian T.,Snow, Arthur W.
, p. 12339 - 12342 (2007/10/03)
A series of thiol-functionalized organic compounds were selected to analyze the scope and efficiency of a new thioacetate deprotection method using catalytic tetrabutylammonium cyanide (TBACN) to effect the transformation of a thioacetate group to a free thiol in the presence of a protic solvent. Particularly attractive are the mild reaction and workup conditions, reduced byproduct formation typically seen using literature methods and yields of greater than 80% for the free aliphatic thiols. This method is effective on aliphatic thiols with trityl, benzyl, p-halo-benzyl, phenethyl, phenoxyethyl, and cyclohexylethyl structural moieties, but it is not effective with thiophenols.
Ring opening reactions of thiiranes by alkoxo- and aryloxo-gold(I) complexes
Usui, Yoko,Noma, Junko,Hirano, Masafumi,Komiya, Sanshiro
, p. 4397 - 4406 (2007/10/03)
Alkoxo- and aryloxo-gold(I) complexes [Au(OR)L] [R = CH(CF3)2, L = PPh3 1a or PCy3 1b; R = Ph, L = PPh3 1c, PCy3 1d or PMe3 1e] smoothly reacted with ethylene sulfide to give the corresponding 2-(alkoxy- or -aryloxy)ethyl-sulfanylgold(I) complexes [Au(SCH2CH2OR)L] 2 at room temperature. Similar treatments of 1a-1e with propylene sulfide, isobutylene sulfide, or styrene sulfide selectively cleaved the less hindered C-S bond of thiiranes to give corresponding 2-(alkoxy- or -aryloxy)ethylsulfanylgold(I) complexes. Reactions of 1a with cis- and trans-2-butene sulfide gave syn- and anti-[Au(SCHMeCHMeOR)L], respectively, suggesting a mechanism involving an SN2 type trans addition of alkoxogold(I) complexes toward thiiranes. The Royal Society of Chemistry 1999.
