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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