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9-(4-Methoxyphenyl)xanthen-9-thiol: A useful reagent for the preparation of thiols

โœ Scribed by Jonathan H. Marriott; Mina Mottahedeh; Colin B. Reese

Book ID
104221841
Publisher
Elsevier Science
Year
1990
Tongue
French
Weight
252 KB
Volume
31
Category
Article
ISSN
0040-4039

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โœฆ Synopsis

Treatment of 5'-chloro-S'-deoxynucleosides (2) with the conjugate base of 9-(4methoxyphenyl)xanthen-9-thiol (3b), followed by acid-promoted removal of the S'-S-[g-(4methoxyphenyl)xanthen-9-yl] group in the presence of pyrrole gives the corresponding 5'deoxy-5'-mercaptonucleosides (1) in good yields.

Thiols are of considerable importance both in chemistry and biology. It is not therefore surprising that, despite the variety of procedures already described in the literature for their preparationl, new methods are still being investigated2p3. In this article, we describe what we believe to be a general method for the conversion of alcohols (via sulphonate esters4 or alkyl halides) into the corresponding thiols. The present

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9-Hydroxy-9-(4-carboxyphenyl)xanthene โ€” A new linker for the synthesis of peptide amides
โœ Bernd Henkel; Weiguang Zeng; Ernst Bayer ๐Ÿ“‚ Article ๐Ÿ“… 1997 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 108 KB

The easy synthesis of 9-hydroxy-9-(4-carboxyphenyl)xanthene l a new linker for the solid phase peptide synthesis of peptide amides is reported. The cleavage conditions were checked and several peptide amides were synthesized using the TentaGel-resin r~ on the Milligen 9050 continuous flow peptide sy