81135-57-1Relevant academic research and scientific papers
Synthesis and Structural Confirmation of (2S,3R,4R,6E)-2-Acetylamino-3-hydroxy-4-methyl-6-octenoic Acid, a New Amino Acid Produced by Neocosmospora vasinfecta
Kirihata, Mitsunori,Nakao, Yoshinobu,Fukuari, Masashi,Ichimoto, Itsuo
, p. 2228 - 2230 (2007/10/03)
An unusual amino acid, (2S,3R,4R,6E)-2-acetylamino-3-hydroxy-4-methyl-6-octenoic acid (2a) and its stereoisomer (2b), were synthesized by the aldol condensation of (2R,4E)-2-methyl-4-hexenal (5) with tert-butyl isocyanoacetate (6) as the key reaction via trans-oxazoline derivative 7, in which two continuous chiral centers were newly formed.The oxazoline derivative was efficiently hydrolyzed to afford separable N-formyl-β-hydroxy amino acid esters 8a and 8b in a 1:1 ratio.Each diastereomer was transformed into target N-acetyl amino acids 2a and 2b via corresponding amino acids 1a and 1b.
Method for the total synthesis of cyclosporins, novel cyclosporins and novel intermediates and methods for their production
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, (2008/06/13)
A method for the total synthesis of cyclosporins, in particular Cyclosporin A, cyclosporins produced in accordance with the method of the invention and novel intermediates, in particular novel [1S, 2R, 3R]- and [1R, 2S, 3S]-1-nitrilo-1-carbonyl-3-methyl-2-oxy-heptanes and -hept-5-enes, employed in the method of the invention.
