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EnglishN-Nosyl-α-amino acid methyl esters are methylated quantitatively with diazomethane. After proper deprotection of the amino function by treatment with the reagent system mercaptoacetic acid/sodium methoxide, the obtained N-methyl amino acid methyl esters are coupled with N-Fmoe amino acid chlorides to afford the corresponding dipeptides. The obtained products do not show any detectable extent of racemization by 1H NMR and HPLC.
N-Nosyl-alpha-amino acid methyl esters are methylated quantitatively with diazomethane. After proper deprotection of the amino function by treatment with the reagent system mercaptoacetic acid/ sodium methoxide, the obtained N-methyl amino acid methyl esters are coupled with N-Fmoc amino acid chlorides to afford the corresponding dipeptides. The obtained products do not show any detectable extent of racemization by H-1 NMR and HPLC.
"One-Pot" methylation of N-nosyl-alpha-amino acid methyl esters with diazomethane and their coupling to prepare N-methyl dipeptides / DI GIOIA, Maria Luisa; Leggio, Antonella; Le Pera, A; Liguori, A; Napoli, Anna Maria Carmela Natale V; Siciliano, Carlo; Sindona, Giovanni. - In: JOURNAL OF ORGANIC CHEMISTRY. - ISSN 0022-3263. - 68:19(2003), pp. 7416-7421.
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| Titolo: | "One-Pot" methylation of N-nosyl-alpha-amino acid methyl esters with diazomethane and their coupling to prepare N-methyl dipeptides |
| Autori: | |
| Data di pubblicazione: | 2003 |
| Rivista: | |
| Citazione: | "One-Pot" methylation of N-nosyl-alpha-amino acid methyl esters with diazomethane and their coupling to prepare N-methyl dipeptides / DI GIOIA, Maria Luisa; Leggio, Antonella; Le Pera, A; Liguori, A; Napoli, Anna Maria Carmela Natale V; Siciliano, Carlo; Sindona, Giovanni. - In: JOURNAL OF ORGANIC CHEMISTRY. - ISSN 0022-3263. - 68:19(2003), pp. 7416-7421. |
| Handle: | http://hdl.handle.net/20.500.11770/126037 |
| Appare nelle tipologie: | 1.1 Articolo in rivista |
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