Please use this identifier to cite or link to this item:
https://scholarbank.nus.edu.sg/handle/10635/15748
DC Field | Value | |
---|---|---|
dc.title | Solid-phase synthesis of purine derivatives | |
dc.contributor.author | FU HAN | |
dc.date.accessioned | 2010-04-08T10:57:00Z | |
dc.date.available | 2010-04-08T10:57:00Z | |
dc.date.issued | 2007-01-19 | |
dc.identifier.citation | FU HAN (2007-01-19). Solid-phase synthesis of purine derivatives. ScholarBank@NUS Repository. | |
dc.identifier.uri | http://scholarbank.nus.edu.sg/handle/10635/15748 | |
dc.description.abstract | This thesis reports the development of novel methodologies for the solid phase synthesis (SPS) of purine derivatives. The first project involves the SPS of 2,9-disubstituted-6-oxopurines using Wang resin. The synthetic strategy was designed to load the 6-chloropurine scaffold directly onto the solid support via an ether linker. After combinatorial modifications at N9 and C2, the resin was cleaved and 2,9-disubstituted-6-oxopurines were released. The second project focuses on the investigation of the regioselective SPS of N7-substituted purine using REM resin. The synthetic strategy was devised to anchor the REM resin at N9 of 6-chloropurine, leaving N7 as the steric priority for alkylation. Further modification at N1 followed by cleavage resulted in 1,7-disubstituted-6-oxopurines being obtained.The third project centers on widening the SPS of purines based on the purine ring formation strategy. The synthetic strategy was designed to load the 5-amino-4,6-dichloropyrimidine onto BOBA resin to construct the diamine key intermediate. Using this intermediate, various substituted purines including 1,7,8-trisubstituted purines, 8-unsubstituted purines, 8-azapurines and [i]-condensed purines could be prepared. | |
dc.language.iso | en | |
dc.subject | solid-phase synthesis, purine, traceless linker, resin, cleavage, regioselective | |
dc.type | Thesis | |
dc.contributor.department | CHEMISTRY | |
dc.contributor.supervisor | LAM YULIN | |
dc.description.degree | Ph.D | |
dc.description.degreeconferred | DOCTOR OF PHILOSOPHY | |
dc.identifier.isiut | NOT_IN_WOS | |
Appears in Collections: | Ph.D Theses (Open) |
Show simple item record
Files in This Item:
File | Description | Size | Format | Access Settings | Version | |
---|---|---|---|---|---|---|
FuHan.pdf | 3.13 MB | Adobe PDF | OPEN | None | View/Download |
Google ScholarTM
Check
Items in DSpace are protected by copyright, with all rights reserved, unless otherwise indicated.