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Talk:Gramine

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unsourced

[edit]

moved here per PRESERVE

Uses

Gramine is used mostly in synthetic organic chemistry as a starting material for tryptophan syntheses.

All reactions of gramine follow the same general reaction scheme. Gramine is reacted with a strong electrophile, such as methyl iodide, to form the quaternary ammonium salt 2. The ammonium salt will undergo a Hofmann elimination or Michael addition to give the very active intermediate 3, which can accept a wide range of nucleophiles to give the desired product 4.

Retromichael addition of gramine

It did say that gramine has use in the synthesis of Bucindolol as well as laboratory man-made Indole-3-carbinol oligomers.

-- Jytdog (talk) 02:47, 21 September 2017 (UTC)[reply]

Dubious reference claims

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The 1st reference given is questionable as to whether it indicates that Gramine is 'toxic' to 'many organisms' as stated in the entry. More details or a specific quote needs to be given to accept the statement, and as to How toxic. Historianofentheogens (talk) 01:20, 29 March 2025 (UTC)[reply]