288623-03-0Relevant articles and documents
Single-Step, Rapid, and Mild Synthesis of β-Amino Acid N-Carboxy Anhydrides Using Micro-Flow Technology
Sugisawa, Naoto,Otake, Yuma,Nakamura, Hiroyuki,Fuse, Shinichiro
, p. 79 - 84 (2020)
β-Amino acid N-carboxy anhydrides (β-NCAs) are rarely used in the synthesis of β-peptides, which is due mainly to the poor availability of these potentially useful substrates. Herein, we describe the heretofore challenging synthesis of β-NCAs via a single
METHOD OF SYNTHESIZING N-CARBOXYANHYDRIDE USING FLOW REACTOR
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Paragraph 0158-0160; 0172-0173, (2020/03/26)
PROBLEM TO BE SOLVED: To provide a synthesis method that allows high-yield continuous production of a compound of interest in synthesis and production of N-carboxyanhydride (NCA) and the like using a flow reactor. SOLUTION: In a synthesis method using a flow reactor 100, a basic solution adjusted in advance to a pH of 7-14 becomes acidic with a pH of 0-7, or an acidic solution adjusted in advance to a pH of 0-7 becomes basic with a pH of 7-14, within 60 seconds after the start of mixture of at least two ingredient solutions. SELECTED DRAWING: Figure 1 COPYRIGHT: (C)2020,JPOandINPIT
Micro-flow synthesis of β-amino acid derivatives: Via a rapid dual activation approach
Fuse, Shinichiro,Nakamura, Hiroyuki,Sugisawa, Naoto
supporting information, p. 4527 - 4530 (2020/05/05)
Rapid dual activation (≤3.3 s) of both β-amino acid N-carboxy anhydride and alkyl chloroformate for the synthesis of a β-amino acid-derived scaffold was demonstrated. The key to success was the use of rapid mixing enabled by using a micro-flow reactor. Th
Simultaneous assembly of the β-lactam and thiazole moiety by a new multicomponent reaction
Kolb, Jürgen,Beck, Barbara,D?mling, Alexander
, p. 6897 - 6901 (2007/10/03)
A novel multicomponent reaction of β-aminothiocarboxylic acids, aldehydes, and 3-dimethylamino-2-isocyanoacylate is described. During the course of this reaction two heterocyclic moieties, a thiazole and a β-lactam ring, are formed simultaneously and under mild conditions. The increase in molecular complexity here is dramatic as 2 C-N, 2 C-S and 1 C-C bonds are formed in a new 'one-pot' multicomponent reaction.
Synthesis of optically active β-amino acid N-carboxyanhydrides
Cheng, Jianjun,Ziller, Joseph W.,Deming, Timothy J.
, p. 1943 - 1946 (2007/10/03)
(Equation presented) Methodology has been developed for the general synthesis of optically active β-amino acid N-carboxyanhydrides (β-NCAs) through cyclization of Nβ-Boc or Nβ-Cbz β-amino acids using phosphorus tribromide. The format