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Total synthesis of putative montamine and a proposed structural reassignment.

Total synthesis of putative montamine and a proposed structural reassignment.

Organic & biomolecular chemistry (2014-07-24)

Lachlan M Blair, Elizabeth A Colby Davie, Jonathan Sperry

ABSTRACT

The natural product montamine was originally assigned as a homodimer of moschamine linked by a N-N' bond at the serotonin side-chain. A total synthesis of the reported structure has shown this to be incorrect. Analysis of the spectroscopic data suggests that the dimerization site has been incorrectly assigned, and montamine is likely to be a 4,4'-bismoschamine natural product previously described in the literature.

MATERIALI

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Marchio

Descrizione del prodotto

Sigma-Aldrich

Metanolo, suitable for HPLC, ≥99.9%

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Metanolo, ACS reagent, ≥99.8%

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Diclorometano, suitable for HPLC, ≥99.8%, contains amylene as stabilizer

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Diclorometano, contains 40-150 ppm amylene as stabilizer, ACS reagent, ≥99.5%

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Diclorometano, HPLC Plus, for HPLC, GC, and residue analysis, ≥99.9%, contains 50-150 ppm amylene as stabilizer

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Metanolo, HPLC Plus, ≥99.9%

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N,N-dimetilacetammide, suitable for HPLC, ≥99.9%

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Cesium carbonate, ReagentPlus^®, 99%

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Sodium hydride, 60 % dispersion in mineral oil

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Metanolo, Laboratory Reagent, ≥99.6%

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Metanolo, suitable for HPLC, gradient grade, suitable as ACS-grade LC reagent, ≥99.9%

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N,N-dimetilacetammide, ReagentPlus^®, ≥99%

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Diclorometano, ACS reagent, ≥99.5%, contains 40-150 ppm amylene as stabilizer

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Metanolo, ACS spectrophotometric grade, ≥99.9%

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Sodium hydride, dry, 90%

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