6789-80-6Relevant articles and documents
The synthesis of 3,4-2H2-3Z-Hexenal and 6,6,62H3-3Z-Hexenal
Fielder,Rowan
, p. 465 - 470 (1995)
6,6,6-2H3-3Z-Hexenal (3b) has been prepared in 89% yield and in greater than 94% purity by the oxidation of 6,6,63H3-3Z-Hexen-1-of (2b) with the Dess/Martin periodinane (1) in fluorotrichloromethane (freon 11). Use of the freon solvent greatly improved the recovery of this volatile aldehyde. Similarly the oxidation of 3,4-2H2-3Z-hexen-1-of (5) yielded 3,4-2H2-3Z-hexenal (6) in a 92% isolated yield with a purity of greater than 99%. 3,4-2H2-3Z-Hexen-1-of (5) Was prepared in 87% by the catalytic deuterogenation of 3-hexyn-1-of (4) in an improved synthetic procedure,
Method for synthesizing geraniol from piperylene (by machine translation)
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Paragraph 0038-0041; 0044-0045, (2020/07/12)
The method comprises the following steps: reacting piperylene with carbon monoxide and hydrogen to prepare an intermediate cis -3 -hexene -1 - aldehyde; and preparing the geraniol through hydrogenation. The yield of the leaf alcohol is 81.56-92 .73percent, the yield of the cis -3 - hexenyl -1 - aldehyde is 80.69-88 .13percent, the yield of the leaf alcohol is -3 - 54.94-80 .35percent (calculated by pentadiene), the yield of the leaf alcohol is 99.2-99 .50percent.1 - percent, and the yield fluctuation range of the leaf alcohol is 10 within 55.53-80 .97percent percent of the yield of the leaf 0.4 alcohol in 98.36-99 .60percent percent. (by machine translation)
One-Step Bioconversion of Fatty Acids into C8-C9 Volatile Aroma Compounds by a Multifunctional Lipoxygenase Cloned from Pyropia haitanensis
Zhu, Zhu-Jun,Chen, Hai-Min,Chen, Juan-Juan,Yang, Rui,Yan, Xiao-Jun
, p. 1233 - 1241 (2018/02/19)
The multifunctional lipoxygenase PhLOX cloned from Pyropia haitanensis was expressed in Escherichia coli with 24.4 mg·L-1 yield. PhLOX could catalyze the one-step bioconversion of C18-C22 fatty acids into C8-C9 volatile organic compounds (VOCs), displaying higher catalytic efficiency for eicosenoic and docosenoic acids than for octadecenoic acids. C20:5 was the most suitable substrate among the tested fatty acids. The C8-C9 VOCs were generated in good yields from fatty acids, e.g., 2E-nonenal from C20:4, and 2E,6Z-nonadienal from C20:5. Hydrolyzed oils were also tested as substrates. The reactions mainly generated 2E,4E-pentadienal, 2E-octenal, and 2E,4E-octadienal from hydrolyzed sunflower seed oil, corn oil, and fish oil, respectively. PhLOX showed good stability after storage at 4 °C for 2 weeks and broad tolerance to pH and temperature. These desirable properties of PhLOX make it a promising novel biocatalyst for the industrial production of volatile aroma compounds.
Method for asymmetric synthesis of (R)-jasmine lactone
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Paragraph 0020-0022, (2017/08/31)
The invention discloses a method for asymmetric synthesis of (R)-jasmine lactone. The method comprises the steps: oxidating (Z)-3-hexen-1-ol 1, which serves as a starting raw material, with a DMP reagent, so as to obtain (Z)-3-hexenoic aldehyde 2; then, carrying out an asymmetric addition reaction with methyl alkyne-butyrate in the presence of a (R,R)-ProPhenol ligand and zinc methyl, so as to obtain (S,Z)-5-hydroxyl-7-decen-3-methyl acetylenate 3; reducing a triple bond into a single bond with NaBH4 in the presence of CuI, so as to produce (R,Z)-5-hydroxyl-7-methyl decenoate 4; and finally, carrying out treatment with para-toluenesulfonic acid, and carrying out ring closing, thereby obtaining the target product, i.e., (R)-jasmine lactone. According to the method, the synthesis route is simple and direct, the reaction conditions are mild, the total yield is 42%, and the optical purity of the product is 95%.