ChemicalBook CAS DataBase List Quinine

Quinine synthesis

4synthesis methods

Product Name:Quinine
CAS Number:130-95-0
Molecular formula:C20H24N2O2
Molecular Weight:324.42

By reaction from cinchona bark (Cinchona officinalis), where it is present at approximately 8%.

5263-87-6 Synthesis

5263-87-6
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130-95-0
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Yield:130-95-0 140 mg (26%)

Reaction Conditions:

in s-BuOH;

Steps:

Experimental Data

Data for 3-H: see above. (2S,5R,9R/S)-2-(t-Butoxycarbonyloxymethyl)-9-deuterio-5-ethenyl-1-azabicyclo(2.2.2)octane (7a+7b) and 4-deuterio-6-methoxyquinoline (3-D). Reducing agent: LiAlD₄, secondary alcohol: s-BuOH (0.55 ml, 6 mmol), cinchona alkaloid: quinine, yield: 140 mg (26%) of 7a+7b (43% d.e.) and 119 mg (37%) of 3-D.

References:

US5777122,1998,A

1-Piperidinecarboxylic acid, 3-ethenyl-4-[[(2R,3R)-3-(6-methoxy-4-quinolinyl)-2-oxiranyl]methyl]-, 2-(trimethylsilyl)ethyl ester, (3R,4S)-

865853-18-5
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130-95-0
442 suppliers
$6.00/1g

References

522-66-7 Synthesis

522-66-7
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130-95-0
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References

1-Piperidinecarboxylic acid, 4-[(2R,3R)-2,3-dihydroxy-3-(6-methoxy-4-quinolinyl)propyl]-3-ethenyl-, 2-(trimethylsilyl)ethyl ester, (3R,4S)-

865853-24-3
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130-95-0
442 suppliers
$6.00/1g

References

Quinine Related Search:

Anisole N-Vinyl-2-pyrrolidone Methanol Vinyltrimethoxysilane Triethoxyvinylsilane 1-Azabicyclo[2.2.2]octane-4-carboxylic acid ethyl ester 3-Aminoquinuclidine dihydrochloride Quinine sulfate dihydrate Quinidine 3-Quinuclidinol