The Use of Microorganisms in Organic Synthesis. III. Microbiological Asymmetric Reduction of Methyl 3-(2-Furyl)-2-methyl-3-oxopropionate
スポンサーリンク
概要
- 論文の詳細を見る
Microbiological asymmetric reduction of methyl 3-(2-furyl)-2-methyl-3-oxopropionate (5) by various yeasts was carried out. Four kinds of methyl 3-(2-furyl)-3-hydroxy-2-methyl propionates (6a-6d) could be obtained separately from the prochiral β-keto ester 5 by reduction with properly selected microorganisms. In particular, the desired syn-isomer 6a was obtained with high optical purity (>99% e.e.). Both the chemical yield and the optical purity of the reduction products (6a-6d) were significantly improved when fermentation was carried out on a large scale using a 30 1 jar fermentor or a 200 1 tank.
- 公益社団法人日本薬学会の論文
- 1984-04-25
著者
-
堀越 弘毅
Laboratory Of Bacteriology And Ecology The Institute Of Physical And Chemical Research (riken Instit
-
秋田 弘幸
School Of Pharmaceutical Science Toho University
-
秋田 弘幸
理化学研究所
-
越地 弘子
Synthetic Organic Chemistry Laboratory The Institute Of Physical And Chemical Research (riken Instit
-
古市 昭也
Synthetic Organic Chemistry Laboratory, The Institute of Physical and Chemical Research (Riken Insti
-
秋田 弘幸
Synthetic Organic Chemistry Laboratory, The Institute of Physical and Chemical Research (Riken Insti
-
大石 武
Synthetic Organic Chemistry Laboratory, The Institute of Physical and Chemical Research (Riken Insti
-
古市 昭也
Synthetic Organic Chemistry Laboratory The Institute Of Physical And Chemical Research (riken Instit
関連論文
- Reaction of Methyl 4,5-Epoxy-(2E)-pentenoate with Arenes. II. Application to the Synthesis of (±)-Curcudiol, (±)-Curcuphenol, (±)-Curcuhydroquinone, and (±)-Curcuquinone
- Reaction of Methyl 4,5-Epoxy-(2E)-pentenoate with Arenes. I. A Facile Synthesis of 4-Aryl-5-hydroxy-(2E)-pentenoate Derivatives
- ENZYMATIC HYDROLYSIS IN ORGANIC SOLVENTS FOR KINETIC RESOLUTION OF WATER-INSOLUBLE α-ACYLOXY ESTERS WITH IMMOBILIZED LIPASES
- Total Synthesis of (±)-, (-)-, and (+)-Oudemansin X
- Formal Syntheses of N-Trifluoroacetyl-L-acosamine and N-Trifluoroacetyl-L-daunosamine from an Achiral Precursor, Methyl Sorbate
- Synthesis of Ozonolysis Products of Myxothiazol
- カイコへのアビエチン酸誘導体の経口投与による3眠蚕の出現
- Syntheses of optically Active (+)-Fragrolide and (+)-Bemadienolide from Dehydroabietic Acid
- 72 ジテルペン系フェノール誘導体のオゾン酸化 : 光学活性ドリマン型セスキテルペン類及びフラノセスキテルペンの合成
- A Facile Chemoenzymatic Route to Optically Active 4,5-Disubstituted-2E-hexenoate Derivatives. I
- Enantioselective Acetylation of an α-Hydroxy Ester by Using Ether-Linked Lipid-Lipase Aggregates in Organic Solvents
- A Formal Total Synthesis of (-)-Oudemansin B
- A Lipid-Lipase Aggregate with Ether Linkage as a New Type of Immobilized Enzyme for Enantioselective Hydrolysis in Organic Solvents
- A FACILE CHEMOENZYMATIC ROUTE TO ENANTIOMERICALLY PURE 4,5-DISUBSTITUTED-2-HEXENOATE DERIVATIVES
- A LIPID LIPASE AGGREGATE AS A NEW TYPE OF IMMOBILIZED ENZYME
- Asymmetric Reduction of α-Methyl β-Keto Esters by Microbial Cells Immobilized with Prepolymer(Organic,Chemical)
- 38 生体触媒を用いるキラルシントンの合成とその天然物合成への応用
- SYNTHESIS OF USEFUL CHIRAL SYNTHONS (2R, 3R)-2-METHYLMALATE AND ITS CONGENERS VIA MICROBIAL ASYMMETRIC REDUCTION
- Reduction of Nitroolefin Using Microorganisms
- 5 天然視物質の発色団を保有した非退色性ロドプシン
- Microbiologically Modified Chiral Synthon. III. 4,9-Dimethyl-3,5-dioxo-Δ^-octalin for Formal Total Syntheses of Certain Sesquiterpenoids
- MICROBIOLOGICAL ASYMMETRIC INDUCTION OF 4,9-DIMETHYL-3,5-DIOXO-Δ^-OCTALIN
- Microbiologically Modified Chiral Synthon. II. : 4,9-Dimethyl-3,7-dioxo-Δ^-octalin for Formal Total Syntheses of Certain C(8) Oxygenated Sesquiterpenoids
- Microbiologically Modified Chiral Synthon. I. 3,8-Dioxo-4-methoxycarbonyl-9-methyl-Δ^-octalin for Formal Total Syntheses of Certain Sesquiterpenoids and Diterpenoids
- MICROBIOLOGICALLY MODIFIED 4,9-DIMETHYL-Δ^-OCTAL-3,7-DIONES AS THE CHIRAL SYNTHON FOR FORMAL TOTAL SYNTHESES OF C(8) OXYGENATED SESQUITERPENOIDS(Communications to the Editor)
- MICROBIOLOGICAL ASYMMETRIC REDUCTION OF 4-CARBOMETHOXY-3,8-DIOXO-9-METHYL-Δ^-OCTALIN
- The Use of Microorganisms in Oraganic Synthesis. V. Microbiological Asymmetric Reduction of Methyl 2-Methyl-3-(2-thienyl)-3-oxopropionate
- The Use of Microorganisms in Organic Synthesis. IV. Microbiological Asymmetric Reduction of Methyl 3-Phenyl 2-Oxobutyrate
- The Use of Microorganisms in Organic Synthesis. III. Microbiological Asymmetric Reduction of Methyl 3-(2-Furyl)-2-methyl-3-oxopropionate
- THE USE OF A VERSATILE BUILDING BLOCK HAVING TWO CHIRAL CENTERS A TOTAL SYNTHESIS OF (-)-OUDEMANSIN
- The Use of Microorganisms in Organic Synthesis. II. Microbiological Asymmetric Reduction of 2-Methyl-3-oxosuccinates
- The Use of Microorganisms in Organic Synthesis. I. Microbiological Asymmetric Reduction of 2-Methyl-3-oxobutyrates
- Revised Stereostructure for (+)-Roemecarine and Synthesis of (±)-, (+)-, and (-)-Roemercarine and (±)-Epiroemecarine
- Kinetic Resolution of (±)-4-Acyloxy-1,2,3,4-tetrahydro-6,7-dimethoxy-2-methylisopuinolines by Use of Immobilized Lipases in Organic Solvents
- Preparation of Chiral, Highly Functionalized Cyclopentenones
- Enzymatic Procedure for the Synthesis of 11-Deoxyprostaglandins(Organic,Chemical)
- Enzymatic Synthesis of 2,3-O-Isopropylidene-sn-glycerol, a Chiral Building Block for Platelet-Activating Factor
- USING MICROBIAL REDUCTION TO SYNTHESIZE CARBACYCLIN
- 12 微生物還元を利用する光学活性有用化合物の合成およびその天然物合成への応用
- Asymmetric Reduction of 2-Aminobenzophenone Using Yeast, Rhodosporidium toruloides
- Formal Total Synthesis of (-(-Indolmycin
- A FORMAL SYNTHESIS OF l-α-SANTONIN FROM CHIRAL α, β-EPOXYEUDESMANOLIDE VIA ENZYME-CATALYZED HYDROLYSIS
- A Facile Chemoenzymatic Route to Optically Active 4,5-Disubstituted-2E-hexenoate Derivatives. II
- Structural Characteristics of Lipid-Lipase Aggregates for Enantioselective Hydrolysis in Organic Solvents
- リパーゼを用いる光学活性ヒドロキシエステルの創製とその生理活性化合物合成への応用 : ベンツリシジンA, Bアグリコンの全合成
- 微生物, 酵素機能を用いる有機合成.ベンツリシジンA, Bアグリコンの全合成
- アビエチン酸の化学的研究 : 生理活性天然物の合成をめざして
- 微生物酵素機能の有機合成への応用
- SYNTHESIS BY MICROBIAL REDUCTION OF (S)-13-HYDROXY-9Z, 11E-OCTADECADIENOIC ACID, A DEFENSIVE SUBSTANCE IN RICE
- 運営に対する研究者の積極的な協力参加を(大型機器の運用について)
- A SHORT PATH SYNTHESIS OF RETINALS. SYNTHESIS OF ^C-OR ^2H-LABELED RETINALS
- 微生物を利用した二個のキラル中心を含む光学活性シントンの合成
- Large Scale Syntheses of (±)-Isodrimenin and (±)-Confertifolin
- Ozonolysis of Phenolic Dehydroabietane Derivatives. : Syntheses of optically Active (+)-Confertifolin, (+)-Valdiviolide, (+)-Winterin, (+)-Isodrimenin, and (+)-Pallescensin A
- Aromatic Substitution in Dehydroabietane Derivatives. : Syntheses of the Phenolic Dehydroabietane Series