Stannous Chloride: A Reagent for Removal of Dimethoxytrityl Group from 5'-Dimethoxytrityl Nucleosides

Authors

  • Ali Khalafi Nezhad Department of Chemistry, Faculty of Science, Shiraz University, Zip code 71454, Shiraz, I.R. IRAN
  • Reza Fareghi Alamdari Department of Chemistry, Faculty of Science, Shiraz University, Zip code 71454, Shiraz, I.R. IRAN
Abstract:

Detritylation of 5'-dimethoxytrityl nucleosides have been quantitatively achieved in minutes at room temperature under aprotic neutral conditions by using stannous chloride. Of additional practical consideration and in contrast to protic acids, no depurination was observed with this reagent.

Upgrade to premium to download articles

Sign up to access the full text

Already have an account?login

similar resources

stannous chloride: a reagent for removal of dimethoxytrityl group from 5'-dimethoxytrityl nucleosides

detritylation of 5'-dimethoxytrityl nucleosides have been quantitatively achieved in minutes at room temperature under aprotic neutral conditions by using stannous chloride. of additional practical consideration and in contrast to protic acids, no depurination was observed with this reagent.

full text

3,3(')-Oxybis(dimethoxytrityl chloride) (O-DMTCl): synthesis and applications of a novel bifunctional protecting group.

3,3(')- Oxybis(dimethoxytrityl chloride) (O-DMTCl) was synthesized as a novel, acid-labile bifunctional protecting reagent. The reactions of O-DMTCl with base-protected ribonucleosides afforded unexpectedly 2('),5(')-cyclic protected ribonucleosides in addition to the expected 3('),5(')-cyclic protected ribonucleosides in good yields.

full text

Alternatives to the 4,40-dimethoxytrityl (DMTr) protecting group

The 9-phenyland the 9-(p-tolyl)-xanthen-9-yl groups 2a and 2b are recommended as alternatives to the 4,40-dimethoxytrityl group 1 for the protection of the 50-hydroxy functions in oligonucleotide synthesis. 2004 Elsevier Ltd. All rights reserved.

full text

Improving Atom Efficiency by Recovery of 4 , 4 - Dimethoxytrityl Protecting Groups and Excess Amidites

We have modified the current phosphoramidite-based, solid-phase synthesis of antisense oligonucleotides to accommodate principles of green chemistry. In this article, we summarize key accomplishments that reduce or eliminate the use or generation of toxic materials, solvents, and reagents. Also discussed are methodologies that allow reuse of valuable materials such as amidites, solid-support, a...

full text

Solid-phase oligodeoxynucleotide synthesis: a two-step cycle using peroxy anion deprotection.

A novel solid-phase phosphoramidite based oligodeoxynucleotide two-step synthesis method has been developed. Keys to this method are replacement of the 5'-dimethoxytrityl blocking group with an aryloxycarbonyl and the use of N-dimethoxytrityl protection for the exocyclic amines of adenine and cytosine. With these modifications, coupling of each 2'-deoxynucleoside 3'-phosphoramidite to the growi...

full text

Acetylated and methylated β-cyclodextrins as viable soluble supports for the synthesis of short 2′-oligodeoxyribo-nucleotides in solution.

Novel soluble supports for oligonucleotide synthesis 11a-c have been prepared by immobilizing a 5′-O-protected 3′-O-(hex-5-ynoyl)thymidine (6 or 7) to peracetylated or permethylated 6-deoxy-6-azido-β-cyclodextrins 10a or 10b by Cu(I)-promoted 1,3-dipolar cycloaddition. The applicability of the supports to oligonucleotide synthesis by the phosphoramidite strategy has been demonstrated by assembl...

full text

My Resources

Save resource for easier access later

Save to my library Already added to my library

{@ msg_add @}


Journal title

volume 17  issue 2

pages  58- 60

publication date 1998-12-01

By following a journal you will be notified via email when a new issue of this journal is published.

Hosted on Doprax cloud platform doprax.com

copyright © 2015-2023