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- W1990221427 abstract "(4-2H)-, (5-2H)-, (6-2H)-, (7-2H)-, (4-13C)- and (5-13C)-1H-indole and the corresponding six L-tryptophans [(4-2H)-, (5-2H)-, (6-2H)-, (7-2H)-, (4-13C)- and (5-13C)-] have been synthesized from simple labelled starting materials via a single reaction scheme. The L-tryptophans were prepared from the indoles via a quantitative one-step biosynthetic conversion. A scheme leading to the synthesis of three other indoles, mono-13C-enriched in the six-membered ring, has been developed and optimized. Indole and L-tryptophan, 13C- or 2H-enriched at the positions 4 or 5, have been synthesized with 99% isotope incorporation without scrambling. (6-2H)-1H-Indole and -tryptophan have been synthesized with 95% deuterium incorporation and (7-2H)-1H-indole and -tryptophan with 96%. The reactions have been carried out on a gram scale and, in the case of the 4-13C system, they have been scaled up to the ten-gram level with no deterioration in yield." @default.
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- W1990221427 date "2010-09-02" @default.
- W1990221427 modified "2023-09-27" @default.
- W1990221427 title "Synthesis of indoles and L-tryptophans specifically 2H- or 13C-labelled in the six-membered ring" @default.
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- W1990221427 doi "https://doi.org/10.1002/recl.19891080904" @default.
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