136453-35-5Relevant academic research and scientific papers
Amino acid protecting groups
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, (2008/06/13)
This invention relates to compounds of the formula a compound of the formula STR1 wherein X is O, CR7 R8, S or NR9 wherein R7 and R8 are independently hydrogen, or lower alkyl, and R9 is lower alkyl; n is 0 or 1; R1 and R2 are independently hydrogen, lower alkyl, monoorganosilyl, diorganosilyl, triorganosilyl, halogen, aryl, or nitro; R3 is hydrogen, lower alkyl, monoorganosilyl, diorganosilyl, triorganosilyl, halogen, 9-fluorenylalkyl, cycloalkyl, aryl or aralkyl; R4 and R5 are independently hydrogen, lower alkyl, or aryl or one of R4 and R5 is 9-fluorenyl; R6 is H or COZ wherein Z is an amino acid, a peptide residue or a leaving group; and with the provisos that when n is 0 and R3 is hydrogen, R1 and R2 are not hydrogen, halogen or nitro; that when n is 0 and R3 is lower alkyl, R1 and R2 are not hydrogen; and that when X is O or CR7 R8 wherein R7 and R8 are H, that R1, R2, R3, R4, R5, and R6 are not all simultaneously H. The compounds of the present invention are useful in peptide synthesis as blocking or protecting groups for reactive groups. The present invention is also directed to a method of protecting a reactive group of an organic molecule during a reaction which modifies a portion of the molecule other than the protected group.
