The  p ‐Nitrocinnamyloxycarbonyl (Noc) Moiety—an Acid‐stable Amino‐protecting Group Removable under Neutral Conditions for Peptide and Glycopeptide Synthesis | Zendy

Kunz Horst | Zendy; März Joachim | Zendy

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The p ‐Nitrocinnamyloxycarbonyl (Noc) Moiety—an Acid‐stable Amino‐protecting Group Removable under Neutral Conditions for Peptide and Glycopeptide Synthesis

Author(s) -

Kunz Horst,

März Joachim

Publication year - 1988

Publication title -

angewandte chemie international edition in english

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 0570-0833

DOI - 10.1002/anie.198813751

Subject(s) - moiety , protecting group , amino acid , chemistry , glycopeptide , cleavage (geology) , catalysis , peptide , stereochemistry , group (periodic table) , combinatorial chemistry , organic chemistry , biochemistry , materials science , fracture (geology) , composite material , alkyl , antibiotics

The bond between the new protecting group 1 and the amino groups of amino acids is very acid stable . However, it can be easily and quantitatively cleaved under almost neutral conditions by Pd 0 catalysis. Further advantages of the protecting group 1 are its strong UV absorption and its stability in the Rh I ‐catalyzed cleavage of “normal” allyl protecting groups; in addition, the amino acids containing these protecting groups are almost always crystalline.

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