104488-13-3Relevant academic research and scientific papers
Application of N-Tritylmethionine in the Preparation of Heterocycles of Biological and Synthetic Interest
Barlos, Kleomenis,Papaioannou, Dionysios,Voliotis, Stavros
, p. 1127 - 1134 (2007/10/02)
Treatment of the methylsulfonium salts of the corresponding N-tritylmethionine derivatives with sodium hydride or potassium tert-butoxide provides the heterocycles N-trityl-L-homoserine lactone (3), (S)- and (R)-3-(N-tritylamino)tetrahydrofuran (7a, 7b), (S)-1-hydroxy-3-(N-tritylamino)-2-pyrrolidinone (14), (S)-4-(N-tritylamino)-1,2-oxazinan-3-one (15), (S)-3-(N-tritylamino)-2-pyrrolidone (23), (S)-1-tert-butyloxycarbonylamino-3-(N-tritylamino)-2-pyrrolidone (27), and (S)-2-methyl-4-(N-tritylamino)-1,2-oxazinan-3-one (18).Methylation of 14 and 15 yields (S)-1-methoxy-3-(N-tritylamino)-2-pyrrolidone (17) and 18, respectively.The stereochemistry of compounds 3, 7a, and 17 has been determined by X-ray crystal structure analysis.
Peptide Synthesis at Elevated Temperature Free of Racemisation
Barlos, Kleomenis,Papaioannou, Dionysios,Patrianakou, Stella,Tsegenidis, Theodoros
, p. 1950 - 1955 (2007/10/02)
N-Tritylamino acid 1-benzotriazolyl esters resist racemisation during coupling with amino components at 30-80 deg C in the presence of excess triethylamine.
