105519-71-9Relevant academic research and scientific papers
Selective tert-butyl ester deprotection in the presence of acid labile protecting groups with use of ZnBr2
Kaul, Ramesh,Brouillette, Yann,Sajjadi, Zohreh,Hansford, Karl A.,Lubell, William D.
, p. 6131 - 6133 (2007/10/03)
Chemoselective hydrolysis of tert-butyl esters in the presence of other acid-labile groups has been explored by employing α-amino esters and ZnBr2 in DCM. Although N-Boc and N-trityl groups were found to the labile, PhF protected amines were compatible with these Lewis acid deprotection conditions such that a variety of N-(PhF)amino acids were prepared in good yields from their corresponding tert-butyl esters.
Scope and limitations in the use of N-(PhF)serine-derived cyclic sulfamidates for amino acid synthesis
Wei,Lubell
, p. 94 - 104 (2007/10/03)
Ring-opening of N-(PhF)serine-derived cyclic sulfamidate 17 was achieved with different nucleophiles (βketo esters, β-keto ketones, dimethyl malonate, nitroethane, sodium azide, imidazole, and potassium thiocyanate) to prepare a variety of amino acid anal
N-trityl and N-phenylfluorenyl carboxyanhydrides of amino acids
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, (2008/06/13)
Amino acids are derivatized for use in peptide synthesis by conversion to N-carboxyanhydrides that are N-proected by either a trityl or a phenylfluorenyl group.
Configurational Stability of N-Protected α-Amino Aldehydes
Lubell, William D.,Rapoport, Henry
, p. 236 - 239 (2007/10/02)
A three-step synthesis of N-(9-(9-phenylfluorenyl)-L-alaninal (5) from alanine is described.Exposure to silica or nonnucleophilic base causes no detectable racemization of this α-amino aldehyde.The 9-(9-phenylfluorenyl) N-protecting group also maintains t
