ChemicalBook CAS DataBase List artemisic acid

artemisic acid synthesis

3synthesis methods

Product Name:artemisic acid
CAS Number:80286-58-4
Molecular formula:C15H22O2
Molecular Weight:234.33

125184-95-4
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80286-58-4
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Yield:80286-58-4 100%

Reaction Conditions:

with Jones reagent in acetone at 20;

Steps:

3.3.2.3
To a solution of 0.2 mmol of 6 in 1 mL acetone at 0° C. were added several drops of Jones Reagent (1.4M CrO₃: 2.2 M H₂SO₄: water). The reaction mixture was allowed to warm to room temperature and stirred until the starting material 6 was consumed. To the reaction was added water and CH₂Cl₂. The organic layer was washed with water and dried over MgSO₄. The solvent was removed in vacuo to yield 2 in quantitative yield (LC/MS). Compound 2 can readily be converted to DHAA, 3, as described by Roth and Acton, J. Chem. Ed., 68:7, 612-613 or by catalytic hydrogenation (Example 4).

References:

Amyris Biotechnologies US2006/270863, 2006, A1 Location in patent:Page/Page column 19

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64-17-5 Synthesis