6456-74-2Relevant articles and documents
A General Stereocontrolled Synthesis of Opines through Asymmetric Pd-Catalyzed N-Allylation of Amino Acid Esters
Albat, Dominik,Neud?rfl, J?rg-Martin,Schmalz, Hans-Günther
supporting information, p. 2099 - 2102 (2021/07/22)
A stereo-divergent synthesis of natural and unnatural opines in stereochemically pure form is based on the direct palladium-catalyzed N-allylation of α-amino acid esters (up to 97 % ee or 99 : 1 d.r.) using methyl (E)-2-penten-4-yl carbonate in the presence of only 1 mol% of a catalyst, prepared in-situ from the C2-symmetric diphosphine iPr-MediPhos and [Pd(allyl)Cl]2. Selected target compounds (incl. a derivative of the drug enalapril) were efficiently obtained from the N-allylated intermediates by oxidative cleavage (ozonolysis) of the allylic C=C bond under temporary N-Boc-protection.
Preparation method of tert-butyl glycine
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, (2021/11/06)
The invention discloses a preparation method of tert-butyl glycine, and belongs to the technical field of organic synthesis. The raw materials are easily available, the process is simple, the process is simple, the reaction conditions are mild, the requirement for equipment is low, the total yield is up to 85 - 93%, and a significant amount of double-substituted by-products are effectively avoided in the direct reaction with ammonia in the traditional process.
Multicomponent synthesis of pyroglutamic acid derivatives: Via Knoevenagel-Michael-hydrolysis-lactamization-decarboxylation (KMHL-D) sequence
Khopade, Tushar M.,Warghude, Prakash K.,Sonawane, Amol D.,Bhat, Ramakrishna G.
supporting information, p. 561 - 566 (2019/01/24)
A novel and practical method for the synthesis of 3-substituted pyroglutamic acid derivatives is described. One pot multicomponent reaction of Meldrum's acid, aldehyde and Schiff's base followed an unprecedented chemoselective Knoevenagel-Michael-hydrolysis-lactamization domino sequence to afford 4-carboxy 3-substituted pyroglutamic acid derivatives under mild conditions. A carboxy intermediate formed appears to accelerate its own formation. The generality of the synthesis is exemplified by the use of a wide variety of aldehydes including enolizable aliphatic aldehydes, while substrates are stable under reaction conditions.