Asymmetric Synthesis of Silanediol Inhibitors for the Serine Protease Coagulation Cascade Enzyme FXIa.
| Autor: | Duong HQ; Department of Chemistry , Hanoi National University of Education 136 Xuan Thuy Street , Cau Giay District, Hanoi , Vietnam., Sieburth SM; Department of Chemistry , Temple University , 1901 North 13th Street , Philadelphia , Pennsylvania 19122 , United States. |
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| Jazyk: | angličtina |
| Zdroj: | The Journal of organic chemistry [J Org Chem] 2018 May 18; Vol. 83 (10), pp. 5398-5409. Date of Electronic Publication: 2018 Apr 30. |
| DOI: | 10.1021/acs.joc.8b00116 |
| Abstrakt: | Silanediol peptidomimetics have been prepared, designed to inhibit the serine protease enzyme Factor XIa (FXIa) for treatment of thrombosis without complete interruption of normal hemostasis. These Arg-[Si]-Ala analogues of the FXIa substrate (FIX) are the first silanediol dipeptide analogues to carry a basic guanidine group. Control of stereochemistry was accomplished using catalytic asymmetric hydrosilylation and addition of a silyllithium intermediate to the Davis-Ellman sulfinimine. |
| Databáze: | MEDLINE |
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