78816-99-6Relevant academic research and scientific papers
Imido carbonate compound, production thereof and uses thereof as reagent for forming active ester of amino acids
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, (2008/06/13)
A new carbonate compound which is N,N'-di-succinimidyl carbonate, N,N'-diphthalimidyl carbonate or N,N'-bis(5-norbornene-2,3-dicarboxyimidyl) carbonate is produced by reacting an N-hydroxy compound of the formula wherein R is succinimido, phthalimido or 5-norbornene-2,3-dicarboximido group, with a silylating agent, followed by reacting the resultant silylated product with phosgene, or alternatively by reacting said N-hydroxy compound with trichloromethyl chloroformate either in the molten state or in the presence of a non-polar organic solvent such as xylene. This new carbonate compound is useful not only as a reagent for forming active esters from amino acid but also as a reagent for introducing a carbonyl group between a pair of amino groups, a pair of amino and hydroxyl groups or a pair of amino and mercapto groups, for producing an isothiocyanate from a dithicarbamic acid by removal of hydrogen sulfide from the latter, and for producing acrylic acid derivatives from N-protected serine by dehydration of the latter.
β-ELIMINATION OF Β-HYDROXYAMINO ACIDS WITH DISUCCINIMIDO CARBONATE
Ogura, Haruo,Sato, Osamu,Takeda, Kazuyoshi
, p. 4817 - 4818 (2007/10/02)
Direct eliminations of β-hydroxyl groups and active ester formations from β-hydroxy amino acids under a one-step reaction with disuccinimido carbonate (DSC) are reported.
