A short, efficient synthesis of 2'-deoxypseudoisocytidine based on Heck-chemistry

Mayer, Alain; Leumann, Christian (2003). A short, efficient synthesis of 2'-deoxypseudoisocytidine based on Heck-chemistry. Nucleosides, nucleotides & nucleic acids, 22(10), pp. 1919-1925. Taylor & Francis 10.1081/NCN-120025239

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A novel synthesis of 2'-deoxypseudoisocytidine as well as of its phosphoramidite building block for oligonucleotide synthesis is presented. The synthesis is based on Heck-coupling between N-protected pseudoisocytosine and a silyl protected furanoid glycal. With this procedure the corresponding phosphoramidite building block is obtained in 5 steps and an overall yield of 28%.

Item Type:

Journal Article (Original Article)

Division/Institute:

08 Faculty of Science > Departement of Chemistry and Biochemistry

UniBE Contributor:

Mayer, Alain and Leumann, Christian

Subjects:

500 Science > 570 Life sciences; biology
500 Science > 540 Chemistry

ISSN:

1525-7770

Publisher:

Taylor & Francis

Language:

English

Submitter:

Christian Leumann

Date Deposited:

19 May 2015 09:52

Last Modified:

19 May 2015 09:52

Publisher DOI:

10.1081/NCN-120025239

PubMed ID:

14609231

Additional Information:

Notes: Department of Chemistry & Biochemistry, University of Bern, Bern, SwitzerlandFAU - Mayer, Alain

Uncontrolled Keywords:

analogs & derivatives Biochemistry chemical synthesis chemistry Deoxycytidine Molecular Structure oligonucleotide phosphoramidite silyl Support,Non-U.S.Gov't synthesis

BORIS DOI:

10.7892/boris.68563

URI:

https://boris.unibe.ch/id/eprint/68563

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