117833-60-0Relevant articles and documents
A facile synthesis of α-amino-DOTA as a versatile molecular imaging probe
Yoo, Byunghee,Pagel, Mark D.
, p. 7327 - 7330 (2006)
An amino group has been introduced into one ligand of DOTA that can couple to peptidyl carboxylates by coupling α-brominated glycine to DO3A-tBu (1,4,7,10-tetraazacyclododecane-1,4,7-tris(acetic acid, tert-butylester)). α-Amino-DOTA was coupled
PYRROLOPYRAZINE DERIVATIVES AS SYK AND JAK INHIBITORS
-
Page/Page column 70, (2011/12/04)
The present invention relates to the use of novel pyrrolopyrazine derivatives of Formula (I), wherein the variables Q and R1 and R2 are defined as described herein, which inhibit JAK and SYK and are useful for the treatment of auto-immune and inflammatory diseases.
Synthesis of regio- and stereoselectively deuterium-labelled derivatives of l-glutamate semialdehyde for studies on carbapenem biosynthesis
Ducho, Christian,Hamed, Refaat B.,Batchelar, Edward T.,Sorensen, John L.,Odell, Barbara,Schofield, Christopher J.
experimental part, p. 2770 - 2779 (2009/09/07)
l-Glutamate semialdehyde (l-GSA) is an intermediate in biosynthetic pathways including those leading to the carbapenem antibiotics. We describe studies on asymmetric deuteration or hydrogenation of appropriate didehydro-amino acid precursors for the stereoselective synthesis of C-2- and/or C-3-[2H]-labelled l-GSA suitable for use in mechanistic studies. Regioselective deuterium incorporation into the 5-position of l-GSA was achieved using a labelled form of the Schwartz reagent (Cp2Zr 2HCl). 4,4-Dideuterated and fully backbone deuterated l-GSAs were prepared. The application of the labelled l-GSA derivatives to biosynthetic studies was exemplified by the chemo-enzymatic preparation of selectively deuterated trans-carboxymethylprolines using two different carboxymethylproline synthases (CarB and ThnE), enzymes that catalyse early steps in the biosynthesis of two carbapenems: (5R)-carbapenem-3-carboxylate and thienamycin, respectively. The Royal Society of Chemistry 2009.
Catalytic, asymmetric Mannich-type reactions of α-imino esters bearing readily removable substituents on nitrogen
Nakamura, Yoshitaka,Matsubara, Ryosuke,Kiyohara, Hiroshi,Kobayashi, Shu
, p. 2481 - 2484 (2007/10/03)
(Matrix presented) Catalytic, enantioselective Mannich-type reactions of α-imino esters bearing readily removable substituents on nitrogen are described. Several N-carbamate-protected α-imino esters, which are readily prepared from 2-bromoglycine esters using a polymer-supported amine, reacted with silicon enolates to afford the desired adducts in high yields with high enantioselectivity using a copper(II)-diamine complex. Easy deprotection of the product amine and transformation to free o-amino acid derivatives have also been demonstrated.
A SHORT SYNTHESIS OF 4-KETOPIPECOLIC ACID HYDROCHLORIDE
Hartmann, Peter,Obrecht, Jean-Pierre
, p. 553 - 558 (2007/10/02)
A short synthesis of 4-ketopipecolic acid hydrochloride via the titanium mediated addition of 2-trimethylsilyloxybutadiene to the electrophilic glycine equivalent 1 is described.
NEW SYNTHESES OF α-AMINO ACIDS BASED ON N-ACYLIMINO ACETATES
Bretschneider, Thomas,Miltz, Wolfgang,Muenster, Peter,Steglich, Wolfgang
, p. 5403 - 5414 (2007/10/02)
The reaction of N-acylamino-2-bromoacetates 2 ( via N-acylimino acetates 3 ) with higher order mixed cuprates, trimethylsilyl enol ethers and β-dicarbonyl compounds leads to a variety of α-amino acid derivatives.Their conversion into the free amino acids can be conveniently carried out by the use of t-butyl protection.In case of the N-acetyl compounds cleavage of the protecting group and optical resolution can be achieved in one step hog renal acylase.
Synthesis of α-Amino Acids by Reaction of t-Butyl N-(t-Butoxycarbonyl)iminoacetate With C-Nucleophiles
Muenster, Peter,Steglich, Wolfgang
, p. 223 - 225 (2007/10/02)
The reaction of t-butyl N-(t-butoxycarbonyl)iminoacetate with Grignard reagents or enamines yields N-(t-butoxycarbonyl)amino acid t-butyl esters which can be easily converted into the free amino acids by treatment with acids.