- Synthesis of N,N′-carbonyl-bis-amino acids and N,N′-carbonyl-bis-peptides
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A new method for the preparation of N,N′-carbonyl-bis-amino acid esters by reaction of bis(4-nitrophenyl)carbonate with amino acid esters is described. When the carbonate reacts with two equivalents of a peptide ester, N,N′-carbonyl-bis(peptide ester) is obtained but, a hydantoin derivative is formed as a side product. The hydantoin derivative is a major product, when equimolar amounts are allowed to react. Usefulness of this method for preparation of larger N,N′carbonyl-bis-peptides is demonstrated by the synthesis of the respective product from C-terminal hexapeptide of Substance P linked to the Merrifield resin.
- Izdebski,Pawlak
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p. 1066 - 1074
(2007/10/03)
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- 1-(Triphenylphosphorylideneaminomethyl)benzotriazole (BETMIP) a Novel +CH2N= Synthetic Equivalent: Its Application to the Synthesis of Carbodiimides, Imines, Isothiocyanates, Aziridines, and Secondary Amines
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One-carbon homologation has been achieved in novel syntheses of the title compounds by one-pot reaction of 1-(triphenylphosphorylideneaminomethyl)benzotriazole (1) with Grignard reagents followed by in situ transformations of the phosphorazene functionality with isocyanates, aldehydes, carbon disulfide, ethylene oxide, and alkyl halides, respectively.
- Katritzky, Alan R.,Jiang, Jinglong,Urogdi, Laszlo
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p. 565 - 567
(2007/10/02)
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