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A New Approach to N-Methylaspartic, N-Methylglutamic, and N-Methyl-α-aminoadipic Acid Derivatives

✍ Scribed by Klaus Burger; Jan Spengler

Publisher: John Wiley and Sons
Year: 2000
Tongue: English
Weight: 310 KB
Volume: 2000
Category: Article
ISSN: 1434-193X
DOI: 10.1002/(sici)1099-0690(200001)2000:1<199::aid-ejoc199>3.0.co;2-8

No coin nor oath required. For personal study only.

✦ Synopsis

Hexafluoroacetone / N-Methylaspartic acid / N-Methylglutamic acid / N-Methyl-α-aminoadipic acid / N-Methylthiazol-4-yl-α-amino acids N-Methylaspartic acid derivatives and its homologues are acid derivative 9b by a Wolff rearrangement. A variety of homochiral N-methylamino acids, 5 and 12, and their obtained by a stereoconservative one-pot procedure from hexafluoroacetone-protected aspartic and glutamic acid, 2a

derivatives, 6 and 8Ϫ11, become readily available by the new synthetic concept. and 2b, respectively. α-Aminoadipic acid (5c) and its derivative 6c are accessible from the corresponding glutamic sweetener "aspartame". [8] Selective activation of the ω-car-

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