4883-70-9Relevant academic research and scientific papers
A novel crystallization-induced diastereomeric transformation based on a reversible carbon-sulfur bond formation. Application to the synthesis of a γ-secretase inhibitor
Davies, Antony J.,Scott, Jeremy P.,Bishop, Brian C.,Brands, Karel M. J.,Brewer, Sarah E.,DaSilva, Jimmy O.,Dormer, Peter G.,Dolling, Ulf-H.,Gibb, Andrew D.,Hammond, Deborah C.,Lieberman, David R.,Palucki, Michael,Payack, Joseph F.
, p. 4864 - 4871 (2008/02/05)
(Chemical Equation Presented) This paper describes a remarkably efficient process for the preparation of γ-secretase inhibitor 1. The target is synthesized in only five steps with an overall yield of 58%. The key operation is a highly selective and practical, crystallization-driven transformation for the conversion of a mixture of tertiary benzylic alcohols into the desired sulfide diastereomer with 94:6 dr. This unprecedented process is based upon a reversible carbon-sulfur bond formation under acidic conditions.
Synthesis of 3- and 4-Substituted Cyclic α-Amino Acids Structurally Related to ACPD
Alonso, Francisco,Mico, Irene,Najera, Carmen,Sansano, Jose M.,Yus, Miguel,et al.
, p. 10259 - 10280 (2007/10/02)
The preparation of 3-substituted cyclopentanones 12-16, 4-substituted cyclohexanones 23-28 and cycloheptanones 38-41 is described.Substituents in the cycloalkanones are carboxylate, phosphonate or tetrazole groups, separated from the ring by a 0, 1, 2, or 3 carbon atoms chain.These cycloalkanones have been transformed into α-amino acids 9-11 by hydrolysis of the corresponding hydantoin derivatives 21, 37 and 62, obtained under Bucherer-Bergs reaction conditions.
SELECTIVE HYDROLYSIS OF NITRILES UNDER MILD CONDITIONS BY AN ENZYME
Cohen, Mark A.,Sawden, Janette,Turner, Nicholas J.
, p. 7223 - 7226 (2007/10/02)
A wide range of aromatic/aliphatic nitriles and dinitriles have been selcetively hydrolysed using a commercially available enzyme preparation from a Rhodococcuc sp.
