- Preparation of Selectively Isotopically Labelled β-Hydroxypropionic Acid
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Two efficient three-step one-pot procedures for the synthesis of any combination of selectively isotopically labelled β-hydroxypropionic acids from relatively inexpensive labelled sodium acetate and gaseous formaldehyde or carbon dioxide have been developed. -, -, -, -, and -β-hydroxypropionates have been prepared.The question of selective reduction of the intermediate malonate half esters is discussed and the general procedures are described.
- Gutman, Arie L.,Ribon, Vered
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- A convenient synthesis of 4-hydroxy[1-13c]benzoic acid and related ring-labelled phenolic compounds
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4-Hydroxy[1-13C]benzoic acid (5) was synthesized starting from commercially available sodium [2-13C]acetate (1) by a 4-step sequence in an overall yield of 55-65%. Key step in this synthesis is the formation of the benzene ring by base-catalyzed condensation of diethyl [2-13C]malonate (3) with 4H-pyran-4-one. Acid 5 or its ethyl ester could be converted into 3,4- dihydroxy[1-13C]benzoic acid (9), D,L-[1'-13C]tyrosine (14) and 1,2,4- trihydroxy[4-13C]benzene (19) with high efficiency.
- Beyer, Jürgen,Lang-Fugmann, Susanne,Mühlbauer, Andrea,Steglich, Wolfgang
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p. 1047 - 1051
(2007/10/03)
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- NMR study of kinetic HH/HD/DH/DD isotope effects on the tautomerism of acetylporphyrin: Evidence for a stepwise double proton transfer
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The kinetic HH/HD/DH/DD isotope effects of an intramolecular reversible nondegenerate double proton transfer reaction are described. The molecule studied is 8-acetyl-3,13,17-tris[2-(methoxycarbonyl)ethyl]-2,7,12,18-tetramethyl-(21H,23H)- Porphyrin (acetyl
- Schlabach, Martin,Limbach, Hans-Heinrich,Bunnenberg, Edward,Shu, Arthur Y.L.,Tolf, Bo-Ragnar,Djerassi, Carl
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p. 4554 - 4565
(2007/10/02)
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