香叶醇置于titanium(Iv) Isopropylate,叔丁基过氧化氢,4-二甲氨基吡啶,Sodium Hydroxide,碲化氢,4 A Molecular Sieve,Sodium Formaldehyde Sulfoxylate,D-(-)-酒石酸二异丙酯,三乙胺体系中,用 四氢呋喃,二氯甲烷 用作溶剂,化学反应 5.0H,反应生成(R)-芳樟醇 参考文献:A Tellurium Transposition Route To Allylic Alcohols: Overcoming Some Limitations Of The Sharpless-Katsuki Asymmetric Epoxidation 标题:A Tellurium Transposition Route To Allylic Alcohols: Overcoming Some Limitations Of The Sharpless-Katsuki Asymmetric Epoxidation 摘要:Good Yields Of Enantiomeric Allylic Alcohols Can Be Obtained In High Enantiomeric Excess (Ee) By Combining The Sharpless-Katsuki Asymmetric Epoxidation Process (Sae) With Tellurium Chemistry. The Advantages Of The Tellurium Process Are As Follows: (1) The 50% Yield Limitation On The Allylic Alcohol In The Sharpless Kinetic Resolution (Skr) Can Be Overcome; (2) Allylic Tertiary Alcohols Which Are Unsatisfactory Substrates In The Skr Can Be Obtained In High Optical Purity; (3) Optically Active Secondary Allylic Alcohols With Tertiary Alkyl Substituents (E.G. Tert-Butyl) At C-1 Can Be Obtained In High Ee; (4) Optically Active Sterically Congested Cis Secondary Alcohols Can Be Obtained In High Ee; And (5) The Nuisance Of The Slow Sae Of Some Vinyl Carbinols Can Be Avoided. The Key Step In The Reaction Sequence Is Either A Stereospecific 1,3-Trans Position Of Double Bond And Alcohol Functionalities Or An Inversion Of The Alcohol Configuration With Concomitant Deoxygenation Of The Epoxide Function In Epoxy Alcohols. Trans Secondary Allylic Alcohols Can Be Converted To Cis Secondary Allylic Alcohols By Way Of Erythro Epoxy Alcohols (Glycidols); Threo Glycidyl Derivatives Are Converted To Trans Secondary Allylic Alcohols. These Transformations Are Accomplished By The Action Of Telluride Ion,Generated In Situ From The Element,On A Glycidyl Sulfonate Ester. Reduction Of Elemental Te Is Conveniently Done With Rongalite (Hoch2So2Na) In An Aqueous Medium. This Method Is Satisfactory When Te2-Is Required To Attack A Primary Carbon Site Of A Glycidyl Sulfonate. In Cases Where Te2-Is Required To Attack A Secondary Carbon Site,Reduction Of The Tellurium Must Be Done With Nabh4 Or Liet3Bh. Elemental Tellurium Is Precipitated During The Course Of The Reactions And Can Be Recovered And Reused. Doi:10.1021/jo00055A029
专利号:US-2024240209-A1 优先权日:2021-04-20 标 题:Synthesis of enantiopure cis-a-irone from a renewable carbon source 发明人:CHEN XIXIAN; ZHANG CONGQIANG; T REHKA; SHUKAL SUDHA; SMITH DEREK; ANDRÉ ISABELLE; JEREMY ESQUE 权利人:AGENCY SCIENCE TECH & RES; INSTITUT NATIONAL DE RECH POUR L AGRICULTURE LALIMENTATION ET LENVIRONMENT; CENTRE NAT RECH SCIENT; INSTITUT NAT DES SCIENCES APPLIQUEES DE TOULOUSE 摘要:Synthesis of enantiopure cis-α-irone from a renewable carbon source Disclosed herein are natural and synthetic enzymes capable of performing a method of producing cis-α-irone. The method comprises providing an enzyme capable of converting psi-ionone to cis-α-irone; and contacting the enzyme and psi-ionone under suitable conditions to produce cis-α-irone. The enzyme may be a methyltransferase from Streptomyces albireticuli (SaMT), a promiscuous bifunctional methyltransferase/cyclase (pMT1) enzyme from Streptomyces, or a modified pMT1 enzyme with at least one substitution. The enzymes allow the in-vivo and in-vitro production of cis-α-irone including the use of glucose as feedstock for the biotransformation into cis-α-irone.
专利号:US-4284565-A 优先权日:1980-05-02 标 题 :Total synthesis of 1RS,4SR,5RS-4-(4,8-dimethyl)-5-hydroxy-7-nonen-1-yl)-4-methyl-3,8-dioxabicyclo[3.2.1]octane-1-acetic acid and related compounds 发明人:HAJOS ZOLTAN G 权利人:ORTHO PHARMA CORP 摘要:The synthesis of 1RS,4SR,5RS-4-(4,8-dimethyl-5-hydroxy-7-nonen-1-yl)-4-methyl-3,8-dioxabicyclo[3.2.1]octane-1-acetic acid and related compounds is described. The above acetic acid compound and its isomer are contragestational agents.
专利号:US-7402418-B2 优先权日:2001-09-20 标 题:Genes participating in the synthesis of fatty acid having trans-11-,cis-13-conjugated double bond and utilization thereof 发明人:OSUMI MARI; MURASE JUNKO; IMAMURA JUN 权利人:PLANTECH RES INST; INC ADMIN AGENCY NARO 摘要:An object of the present invention is to clone a gene which is involved in synthesis of fatty acid having trans-11-, cis-13-conjugated double bonds from fatty acid having a double bone at position Δ12. The present invention provides a gene having any one of the following nucleotide sequences:n (A) a nucleotide sequence encoding an amino acid sequence shown in SEQ ID NO: 1 or 12; (B) a nucleotide sequence encoding an amino acid sequence comprising a deletion, addition or substitution of one or several amino acids with respect to the amino acid sequence shown in SEQ NO: 1 or 12, and having an ability of synthesizing fatty acid having trans-11-, cis-13-conjugated double bonds from fatty acid having a double bond at position Δ12; (C) a nucleotide sequence shown in SEQ ID NO: 2 or 13; (D) a nucleotide sequence comprising a deletion, addition or substitution of one or several nucleotides with respect to the nucleotide sequence shown in SEQ ID NO: 2 or 13, and encoding a protein having an ability of synthesizing fatty acid having trans-11-, cis-13-conjugated double bonds from fatty acid having a double bond at position Δ12; and (E) a nucleotide sequence hybridizing with the nucleotide sequence shown in SEQ ID NO: 2 or 13 or a complementary sequence thereof under stringent conditions, and encoding a protein having an ability of synthesizing fatty acid having trans-11-, cis-13-conjugated double bonds from fatty acid having a double bond at position Δ12.
专利号:US-2005240037-A1 优先权日:2002-07-23 标 题 :Method for the continuous intermediate separation of the solvent used in the oxirane synthesis with no coupling product 发明人:BASSLER PETER; GOBBEL HANS-GEORG; TELES JOAQUIN H; RUDOLF PETER 权利人:BASF AG 摘要:Process for the continuously operated distillation of the solvent used in the synthesis of an oxirane by reaction of a hydroperoxide with an organic compound, wherein the mixture comprising the solvent which is obtained in the synthesis and subsequent work-up is separated in a dividing wall column into a low-boiling fraction, an intermediate-boiling fraction and a high-boiling fraction and the solvent is taken off as intermediate-boiling fraction from the side offtake of the column.
专利号:US-5786321-A 优先权日:1996-07-09 标题:Preparation of cis-isoambrettolidies and their use as a fragrance 发明人:MANE MAURICE; PONGE JEAN-LOUIS 权利人:MANE V FILS SA 摘要:A method for the production of omega -haloalkyl esters which are useful as intermediates in the synthesis of cis-oxacycloheptadec-11-en-2-one (Product I) and cis-oxacycloheptadec-12-en-2-one (Product II). Also disclosed is a process for the synthesis of Products I-II and a method for using Products I-II to impart an ambery or musky smell to a fragrance composition. Finally, fragrance compositions including Products I-II are disclosed as well as end products such as perfume extracts, toilet waters, cosmetic preparations, soaps, detergents and functional products, each of which also contains at least one of Products I-II.
专利号:US-2021206711-A1 优先权日:2020-01-03 标 题:Synthesis of the Grape Mealybug Pheromone trans-alpha-Necrodyl Isobutyrate 发明人:CHEBNY VINCENT JAMES 权利人:TRECE INC 摘要:Methods are provided for synthesizing the grape mealybug pheromone, trans-α-necrodyl isobutyrate, starting with essential plant oils that contain trans-α-necrodyl acetate. The synthesis method, in two steps, converts the trans-α-necrodyl acetate to trans-α-necrodol and then converts the trans-α-necrodol to the desired trans-α-necrodyl isobutyrate. The first step can be achieved by either of a hydrolysis reaction or a reduction reaction. In the hydrolysis reaction, the essential oil is mixed in an alcohol solvent with a hydroxide base, or by mixing the essential oil in an aqueous acid. A reduction reaction can instead by performed in an organic solvent in the presence of a reducing agent. The trans-α-necrodol is converted to the desired trans-α-necrodyl isobutyrate by an esterification reaction with a carboxylic acid, an acyl halide, or an acid anhydride.
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合成参考文献
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