Solution-phase parallel Wittig olefination : Synthesis of substituted 1,2-diarylethanes
(2003) In Journal of Combinatorial Chemistry 5(5). p.606-609- Abstract
An efficient strategy for solution-phase parallel synthesis of substituted 1,2-diarylethanes is described. A stilbene library was initially generated by Wittig olefination utilizing amino-labeled phosphines. The stilbene analogues were obtained in high yields and excellent purities after solid-phase extraction. Subsequent reduction of the stilbene libraries simultaneously unmasked functional groups by deprotection, facilitating orthogonal synthesis and further diversification into sublibraries. The libraries from libraries were obtained in good yields and purities using parallel solution-phase alkylation and acylation methodologies. Screening of the sublibraries revealed selective 5-HT2A inverse agonists with IC-50 values... (More)
An efficient strategy for solution-phase parallel synthesis of substituted 1,2-diarylethanes is described. A stilbene library was initially generated by Wittig olefination utilizing amino-labeled phosphines. The stilbene analogues were obtained in high yields and excellent purities after solid-phase extraction. Subsequent reduction of the stilbene libraries simultaneously unmasked functional groups by deprotection, facilitating orthogonal synthesis and further diversification into sublibraries. The libraries from libraries were obtained in good yields and purities using parallel solution-phase alkylation and acylation methodologies. Screening of the sublibraries revealed selective 5-HT2A inverse agonists with IC-50 values between 10 and 100 nM.
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- author
- Husemoen, Gitte ; Olsson, Roger LU ; Andersson, Carl Magnus ; Harvey, Scott C. and Hansen, Henrik C. LU
- publishing date
- 2003-09
- type
- Contribution to journal
- publication status
- published
- subject
- in
- Journal of Combinatorial Chemistry
- volume
- 5
- issue
- 5
- pages
- 606 - 609
- publisher
- The American Chemical Society (ACS)
- external identifiers
-
- scopus:0141795489
- ISSN
- 1520-4766
- DOI
- 10.1021/cc0300210
- language
- English
- LU publication?
- no
- id
- 272317ef-8c9c-466a-b1c3-d61e6ff6abd1
- date added to LUP
- 2019-10-02 10:34:05
- date last changed
- 2022-03-25 23:47:13
@article{272317ef-8c9c-466a-b1c3-d61e6ff6abd1, abstract = {{<p>An efficient strategy for solution-phase parallel synthesis of substituted 1,2-diarylethanes is described. A stilbene library was initially generated by Wittig olefination utilizing amino-labeled phosphines. The stilbene analogues were obtained in high yields and excellent purities after solid-phase extraction. Subsequent reduction of the stilbene libraries simultaneously unmasked functional groups by deprotection, facilitating orthogonal synthesis and further diversification into sublibraries. The libraries from libraries were obtained in good yields and purities using parallel solution-phase alkylation and acylation methodologies. Screening of the sublibraries revealed selective 5-HT<sub>2A</sub> inverse agonists with IC-50 values between 10 and 100 nM.</p>}}, author = {{Husemoen, Gitte and Olsson, Roger and Andersson, Carl Magnus and Harvey, Scott C. and Hansen, Henrik C.}}, issn = {{1520-4766}}, language = {{eng}}, number = {{5}}, pages = {{606--609}}, publisher = {{The American Chemical Society (ACS)}}, series = {{Journal of Combinatorial Chemistry}}, title = {{Solution-phase parallel Wittig olefination : Synthesis of substituted 1,2-diarylethanes}}, url = {{http://dx.doi.org/10.1021/cc0300210}}, doi = {{10.1021/cc0300210}}, volume = {{5}}, year = {{2003}}, }