ChemicalBook CAS DataBase List berberrubine

berberrubine synthesis

8synthesis methods

Product Name:berberrubine
CAS Number:15401-69-1
Molecular formula:C19H16ClNO4
Molecular Weight:357.7876

633-65-8 Synthesis

633-65-8
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$5.00/100mg

15401-69-1
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$50.00/1mg

Yield:15401-69-1 98%

Reaction Conditions:

at 180; for 0.333333 h;

Steps:

Berberine hydrochloride (1, 20g, 62.11mmol) was placed in the round bottom flask and in a vacuum, stirred at 180°C for 20min to give the crude product, which was purified using flash silica gel column chromatography (CH₂Cl₂/MeOH=10:1) to give 22g of the red solid compound berberrubine (2, 98% yield). ¹H NMR (400MHz, DMSO-d₆): δ 9.22 (s, 1H), 8.06 (s, 1H), 7.56 (d, 1H, J=8.0Hz), 7.43 (s, 1H), 6.96 (s, 1H), 6.85 (d, 1H, J=8.0Hz), 6.10 (s, 2H), 4.70 (t, 2H, J=6.0Hz), 3.78 (s, 3H), 3.23 (t, 2H, J=6.0Hz). MS (ESI+) m/z: 322 [M+H]⁺.

References:

Li, Renjun;Wu, Jianbo;He, Yun;Hai, Li;Wu, Yong [Bioorganic and Medicinal Chemistry Letters,2014,vol. 24,# 7,p. 1762 - 1765]

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