37662-06-9Relevant articles and documents
2-Azanorbornane-Based Amino Alcohol Organocatalysts for Asymmetric Michael Reaction of β-Keto Esters with Nitroolefins
Togashi, Rei,Chennapuram, Madhu,Seki, Chigusa,Okuyama, Yuko,Kwon, Eunsang,Uwai, Koji,Tokiwa, Michio,Takeshita, Mitsuhiro,Nakano, Hiroto
, p. 3882 - 3889 (2019/06/21)
New optically active 2-azanorbornane-based amino alcohol organocatalysts were designed and synthesized, and these catalysts were successfully employed in the asymmetric Michael reaction of β-keto esters with nitroolefins to obtain the corresponding chiral
Diastereoselective synthesis of an argatroban intermediate, ethyl (2R,4R)-4-methylpipecolate, by means of a Mandyphos/rhodium complex-catalyzed hydrogenation
Ferraboschi, Patrizia,Mieri, Maria De,Grisenti, Paride,Lotz, Matthias,Nettekoven, Ulrike
experimental part, p. 1626 - 1631 (2012/01/03)
The synthetic antithrombotic argatroban is a dipeptide between the nonproteogenic (2R,4R)-4-methyl-2-piperidine carboxylic acid and l-arginine, in turn bonded to a methyltetrahydroquinoline sulfonyl group. An extensive screening of transition metal-based complexes with different ligands was performed in order to identify the best catalyst for the diastereoselective hydrogenation of a suitable 4,5-dehydropiperidine precursor aimed toward a synthesis of the (2R,4R)-4-methyl piperidine moiety. Copyright
BIOLOGICALLY ACTIVE AMIDES
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Page/Page column 38, (2010/06/11)
The present invention is directed to biologically active amides which are ligands at the NPY Y5 receptor. The invention further provides a pharmaceutical composition comprising a therapeutically effective amount of a compound of the invention and a pharmaceutically acceptable carrier. This invention also provides a method of treating a subject suffering from certain disorders which comprises administering to the subject an amount of a compound of the subject invention. Furthermore, this invention also provides uses of a compound of the invention for the manufacture of a medicament for treating a subject suffering from certain disorders.
A domino reaction of a β-ketoester, phenylethylamine and ethyl glyoxylate: leading to chiral tricarboxylate containing multiple stereocenters
Huang, Xiaoguang,Chen, Xueming,Chen, Yunyun,Zhang, Aiqin,Li, Xingshu
body text, p. 2529 - 2535 (2009/04/04)
A new type of chiral tricarboxylate containing multiple stereocenters was synthesized via the one-pot reaction of a β-ketoester, (S)-phenylethylamine, and ethyl glyoxylate. High yields and diastereoselectivities (up to 96:4 dr) were obtained under optimal conditions. The reaction of the chiral tricarboxylate with Zn(BH4)2 gave chiral γ-lactones in good yields with up to 92:8 dr. The structures and configurations of the new chiral tricarboxylates were characterized by X-ray diffraction analysis.
The aza-Diels-Alder reaction protocol - A useful approach to chiral, sterically constrained α-amino acid derivatives
Bertilsson, Sophie K,Ekegren, Jenny K,Modin, Stefan A,Andersson, Pher G
, p. 6399 - 6406 (2007/10/03)
Different types of polycyclic α-amino acid derivatives are prepared from chiral imines by using well-established aza-Diels-Alder reaction conditions. Simply by varying the diene moiety, different products such as spirocyclic compounds 8 and 9, anthracene 10, and tetrahydroquinolines 15-21 are formed.
Asymmetric Synthesis of Pipecolic Acid Derivatives Using the Aza-Diels-Alder Reaction
Bailey, Patrick D.,Brown, George R.,Korber, Fritjof,Reed, Amanda,Wilson, Robert D.
, p. 1263 - 1282 (2007/10/02)
Imines of the type R-N=CHCO2Et can be coerced into undergoing a (4+2) cycloaddition with substituted dienes if the reaction is carried out in DMF in the presence of both water and acid; these reactions show extremely high regio- and diastereoselectivity.U