# BF3·Et2O Catalysed 4-Aryl-3-phenyl-benzopyrones, Pro-SERMs, and Their Characterization

**Authors:** Ambika Srivastava, Pooja Singh, Rajesh Kumar

PMC · DOI: 10.1155/2015/527159 · Advances in Pharmacological Sciences · 2015-09-01

## TL;DR

The paper describes a new method to synthesize a compound that can be used to make SERMs more efficiently.

## Contribution

A novel synthesis of 4-(4-hydroxy-benzyl)-3-phenyl-chromen-2-one as a SERM precursor with improved yield and fewer steps.

## Key findings

- Anhydrous BF3·Et2O catalyzed reactions were selective for product formation.
- AlCl3, FeCl3, and SnCl4 catalyzed reactions were nonselective.
- The compound was synthesized with a smaller number of steps and good yield.

## Abstract

We have synthesized the novel 4-(4-hydroxy-benzyl)-3-phenyl-chromen-2-one which is a precursor of SERMs with a smaller number of steps and good yield. Two methodologies for the synthesis have been worked out. Anhydrous BF3·Et2O catalyzed reaction was found to be selective for product formation while anhydrous AlCl3, FeCl3, and SnCl4 catalyzed ones were nonselective.

## Linked entities

- **Chemicals:** BF3·Et2O (PubChem CID 8000), AlCl3 (PubChem CID 24012), FeCl3 (PubChem CID 24380), SnCl4 (PubChem CID 24287)

## Full-text entities

- **Genes:** ESR1 (estrogen receptor 1) [NCBI Gene 2099] {aka ER, ESR, ESRA, ESTRR, Era, NR3A1}
- **Diseases:** mammary carcinogenesis (MESH:D063646), osteoporosis (MESH:D010024), endometrial cancer (MESH:D016889), inflammatory (MESH:D007249), breast cancer (MESH:D001943)
- **Chemicals:** benzene (MESH:D001554), Compound B (MESH:D003345), A (MESH:D001151), Coumarin (MESH:C030123), C (MESH:D002244), benzyl chloride (MESH:C021292), C6 (MESH:C117224), BF3 (MESH:C021274), thionyl chloride (MESH:C023589), Ly156758 (MESH:D020849), ethyl acetate (MESH:C007650), silica gel (MESH:D058428), ethanol (MESH:D000431), HCl (MESH:D006851), Acetic anhydride (MESH:C031800), SnCl4 (MESH:C041694), lactone (MESH:D007783), FeCl3 (MESH:C024555), Na2SO4 (MESH:C012036), NaOH (MESH:D012972), AlCl3 (MESH:D000077410), Lewis acids (MESH:D058116), CHCl3 (MESH:D002725), Ar (MESH:D001128), O (MESH:D010100), KBr (MESH:C039004), pyridine (MESH:C023666), brine (MESH:C017082), triethylamine (MESH:C016162), hexane (MESH:D006586), Coumarins (MESH:D003374), acetone (MESH:D000096), CH2Cl2 (MESH:D008752), acetic acid (MESH:D019342), 13C (MESH:C000615229), water (MESH:D014867), 3H (MESH:D014316), 2H (MESH:D003903), phenol (MESH:D019800), nitrogen (MESH:D009584), toluene (MESH:D014050), K2CO3 (MESH:C037593), ester (MESH:D004952), 1H (-)
- **Species:** Human immunodeficiency virus 1 (no rank) [taxon 11676], Rattus norvegicus (brown rat, species) [taxon 10116], Homo sapiens (human, species) [taxon 9606]
- **Cell lines:** S2 — Drosophila melanogaster (Fruit fly), Spontaneously immortalized cell line (CVCL_Z232)

## Full text

_Full body text omitted from this summary view._ Fetch the complete paper as Markdown: https://tomesphere.com/paper/PMC4569759/full.md

## Figures

5 figures with captions in the complete paper: https://tomesphere.com/paper/PMC4569759/full.md

## References

66 references — full list in the complete paper: https://tomesphere.com/paper/PMC4569759/full.md

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Source: https://tomesphere.com/paper/PMC4569759