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Asymmetric synthesis of non‐proteinogenic dipeptides by the bislactim ether method, I. Asymmetric synthesis of Boc‐L‐Val‐(R)‐α‐MePro‐OMe, Boc‐L‐Val‐(R)‐Pro‐OMe, and of Boc‐L‐Val‐(R)‐α‐MePhe‐OMe, Ac‐L‐Val‐(R)‐α‐MePhe‐OMe and their analogues. A new strategy for the synthesis of non‐proteinogenic dipeptides

 

作者: Ulrich Schöllkopf,   Ralf Wick,   Rolf Hinrichs,   Meinolf Lange,  

 

期刊: Liebigs Annalen der Chemie  (WILEY Available online 1988)
卷期: Volume 1988, issue 11  

页码: 1025-1031

 

ISSN:0170-2041

 

年代: 1988

 

DOI:10.1002/jlac.198819881103

 

出版商: WILEY‐VCH Verlag

 

数据来源: WILEY

 

摘要:

AbstractA new strategy for the asymmetric synthesis of non‐proteinogenic dipeptides based on the bislactim ether method is described. The non‐proteinogenic amino acid which is part of the dipeptide, is built up stereoselectively at the bislactim ether stage. Subsequently, the bislactim ether is partially cleaved to a monolactim ether. This, in turn, is converted into a dipeptide ester with the non‐proteinogenic amino acid either in C‐ or in N‐terminal position. The title compounds were synthesized by this new

 

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