Small-Molecule Library Synthesis on Silicon-Functionalized SynPhase Lanterns
Duvall, JR; Vrcic, A; Marcaurelle, LA
| HERO ID | 5416600 |
|---|---|
| In Press | No |
| Year | 2010 |
| Title | Small-Molecule Library Synthesis on Silicon-Functionalized SynPhase Lanterns |
| Authors | Duvall, JR; Vrcic, A; Marcaurelle, LA |
| Volume | 2 |
| Issue | 3 |
| Page Numbers | 135-151 |
| Abstract | Silicon-functionalized SynPhase Lanterns are useful for the combinatorial synthesis of small-molecule libraries. Lanterns bearing an alkyl tethered diisopropylarylsilane are first activated with triflic acid to afford the corresponding diisopropylsilyl triflate, which is then reacted with a library scaffold bearing a free alcohol. Once the scaffold has been loaded onto the solid phase, a variety of transformations can be run, including amine cappings, cross-coupling reactions and amide bond formation. These reactions can yield a variety of products when run sequentially using split-pool synthesis strategies. Upon completion of the solid-phase transformations, the small-molecules are released from the Lanterns using HF/pyridine. Using the techniques described within, libraries can be made ranging from a few compounds to >10,000 members in a highly efficient manner. |
| Doi | 10.1002/9780470559277.ch100038 |
| Pmid | 22679566 |
| Is Certified Translation | No |
| Dupe Override | No |
| Comments | Journal: Current protocols in chemical biology ISSN: 2160-4762 |
| Is Public | Yes |
| Language Text | English |