840474-83-1Relevant articles and documents
+-Nootkatone derivative
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Paragraph 0006; 0012, (2017/08/27)
The invention discloses a preparation method for +-nootkatone derivative. The present invention uses the +-nootkatone derivative extracted from cedar leaves as the main material, a chemical compound II is obtained after the restoration through sodium borohydride, the chemical compound II reacts to obtain a chemical compound III and a chemical compound IV through the decomposition of enzymatic dynamics, or decomposes through dynamic kinetics to obtain a chemical compound III with more than 90% yield, a chemical compound V is obtained after hydrolyzing the chemical compound III. The present invention turns the latent chiral ketone group in +-nootkatone into a chirality hydroxy center, and splits further; the present invention has the characteristics of being simple in operation, being high in product yield and with good optics purity.
Selective enzymatic synthesis of the grapefruit flavor (+)-nootkatone
Schulz, Sebastian,Girhard, Marco,Gassmeyer, Sarah K.,J?ger, Vera D.,Schwarze, Daniel,Vogel, Andreas,Urlacher, Vlada B.
, p. 601 - 604 (2015/02/19)
(+)-Nootkatone is a high-value sesquiterpenoid known for its grapefruit-odor impression. Its isolation from natural plant sources suffers from low yields, and chemical syntheses involve carcinogenic or hazardous compounds. Herein, a biocatalytic route for the synthesis of (+)-nootkatone that combines two enzymes in one pot is presented. In the first step, a cytochrome P450 monooxygenase catalyzes the selective allylic hydroxylation of the sesquiterpene (+)-valencene to the intermediate alcohol nootkatol. In the second step, nootkatol is further oxidized to (+)-nootkatone by an alcohol dehydrogenase (ADH). The challenging task of finding a suitable cofactor regeneration system was solved by careful selection of an appropriate cosubstrate for the ADH, which works in a dual-functional mode. After reaction optimization, involving cosolvent and cosubstrate screening, (+)-nootkatone concentrations of up to 360mg L-1 and a space-time yield of 18mg L-1 h-1 were achieved. Fruitful synthesis: A P450 monooxygenase and an alcohol dehydrogenase are combined in a one-pot cascade to afford the high-value grapefruit flavor (+)-nootkatone by selective oxidation of (+)-valencene.
Method for separation of reaction products from catalysts
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Page 9, (2008/06/13)
A method separates a reaction product from an imide compound catalyst represented by Formula (1) or an altered derivative thereof in a reaction mixture obtained as a result of a reaction in the presence of the imide compound catalyst by performing an extraction process using two organic solvents separable from each other to thereby separate the reaction product into one organic solvent layer and the imide compound catalyst or an altered derivative thereof into the other organic solvent layer, respectively: wherein R1 and R2 are each, for example, a hydrogen atom or an alkyl group, where R1 and R2 may be combined to form a double bond, an aromatic ring, or a non-aromatic ring; and X is an oxygen atom or a hydroxyl group. The method of the invention can efficiently and simply separate a reaction product from a catalyst and/or an altered derivative of the catalyst in a reaction mixture obtained as a result of a reaction of a substrate such as a hydrocarbon using N-hydroxyphthalimide or another imide compound as the catalyst.
