Formal α-Vinylation of Amino Acids. Use of a New Benzeneselenolate Equivalent
A new synthetic approach to the formal α-vinylation of α-amino acids is described, in which the readily available electrophile, ethylene oxide, serves as the vinyl cation equivalent.N-Benzoyl α-amino esters bearing appropriate side-chain protecting groups
Pedersen, Michelle L.,Berkowitz, David B.
p. 6965 - 6975
(2007/10/02)
Synthesis of (S)-3,4-dihydroxyphenylalanine (L-DOPA) and unnatural α-amino acids via enzymatic resolution using alcalase
Enzymatic resolution has been used for the synthesis of L-DOPA with high optical purity.N-Acetyl-(R,S)-3,4-methylenedioxyphenylalanine methyl ester (2b) on enzymatic resolution by alcalase (Subtilisin Carlsberg) yields N-acetyl-(S)-3,4-methylenedioxyphenylalanine (3b) which upon acid treatment affords (S)-3,4-dihydroxyphenylalanine (L-DOPA) (4).Several optically active unnatural N-acetylated and N-benzoylated α-amino acids have been prepared by similar enzymatic resolution.
Tyagi, O D,Boll, P M,Parmar, V S,Taneja, Poonam,Singh, S K
p. 851 - 854
(2007/10/02)
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