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Synthesis of diastereomerically and enantiomerically pure (3 S ,4 S )‐statine
Author(s) -
Mulzer Johann,
Büttelmann Bernd,
Münch Winfried
Publication year - 1988
Publication title -
liebigs annalen der chemie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 0170-2041
DOI - 10.1002/jlac.198819880513
Subject(s) - pepstatin , chemistry , yield (engineering) , amino acid , stereochemistry , organic chemistry , protease , enzyme , biochemistry , materials science , metallurgy
Diastereomerically and enantiomerically pure (3 S ,4 S )‐statine ( 2 ), the non‐proteinogenic amino acid of the protease inhibitor pepstatin ( 1 ), has been prepared from ( R )‐2,3‐ O ‐isopropylideneglyceraldehyde ( 4 ) in nine steps and 13% overall yield.