N,n-disubstituted aminoethylcarbamyl protecting groups for cysteine
    11.
    发明授权
    N,n-disubstituted aminoethylcarbamyl protecting groups for cysteine 失效
    N,N-取代氨基甲酰胺保护基团

    公开(公告)号:US3679655A

    公开(公告)日:1972-07-25

    申请号:US3679655D

    申请日:1969-06-20

    Applicant: HOECHST AG

    CPC classification number: C07K5/101 C07K1/067 Y02P20/55 Y10S930/26

    Abstract: A METHOD OF PROTECTING THE SULFUR ATOM OF CYSTEINE N PEPTIDE SYNTHESIS BY REACTION WITH B-(N,N-DISUBSTITUTED)AMINOETHYL ISOCYANATE IN WHICH ONE SUBSTITUENT IS METHYL OR EHTYL AND THE OTHER IS BENZYLOXYCARBONYL, T-BUTYLOXYCARBONYL, OR ADAMANTYLOXYCARBONYL. FOR REMOVAL OF THE PROTECTIVE GROUP, THE PEPTIDE IS TREATED WITH A STRONG ACID TO FORM THE ACID SALT OF THE CORRESPONDING MONOSUBSTITUTED N-ETHYL OR N-METHYL AMINO COMPOUND AND THEN MADE ALKALINE TO LIBERATE THE AMINE. THE PROTECTIVE GROUP CLEAVES INTRAMOLECULARLY WITH FORMATION OF A METHYL OR ETHYL-SUBSTITUTED IMIDAZOLONE AND THE PEPTIDE IN WHICH THE CYSTEINE SULFUR ATOM IS PRESENT AS SULFHYDRYL.

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