Preparation of the β2‐Homoselenocysteine Derivatives Fmoc‐(S)‐β2hSec(PMB)‐OH and Boc‐(S)‐β2hSec(PMB)‐OH for Solution and Solid‐Phase Peptide Synthesis |
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| Authors: | Dieter Seebach |
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| Affiliation: | 1. Laboratorium für Organische Chemie, Departement Chemie und Angewandte Biowissenschaften, Eidgen?ssische Technische Hochschule, ETH‐Zürich, H?nggerberg, HCI, Wolfgang‐Pauli‐Strasse 10, CH‐8093 Zürich (phone: +41‐44‐632?29?90;2. fax: +41‐44‐632?11?44) |
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| Abstract: | Fmoc‐β2hSer(tBu)‐OH was converted to Fmoc‐β2hSec(PMB)‐OH in five steps. To avoid elimination of HSeR, the selenyl group was introduced in the second last step (Fmoc‐β2hSer(Ts)‐OAll→Fmoc‐β2hSec(PMB)‐OAll). In a similar way, the N‐Boc‐protected compound was prepared. With the β2hSe‐derivatives, 21 β2‐amino‐acid building blocks with proteinogenic side chains are now available for peptide synthesis. |
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| Keywords: | β 2‐Homoselenocysteine Solution peptide synthesis Solid‐phase peptide synthesis Amino acids Peptides |
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