Study on Synthesis of Antipodal Steroid
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概要
- 論文の詳細を見る
Conversion of l-abietic acid, the main component of pine rosin, to steroids was planned, and syntheses of the ketone compounds (VI and VII), important intermediates in the synthesis of the skeleton of steroid antipodes, was successfully concluded in the present series of work. Since the conversion of these VI and VII to steroidal skeleton is already known in analogous compounds, availability of these intermediates has opened a way for the synthesis of steroid antipodes from diterpenes.
- 公益社団法人日本薬学会の論文
- 1972-03-25
著者
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恩田 政行
School of Pharmaceutical Sciences, Kitasato University
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針谷 義弘
北里大薬
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田原 昭
Rikagaku Kenkyusho (The Institute of Physical and Chemical Research)
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田原 昭
The Institute of Physical and Chemical Research
関連論文
- Utilization of Protopine and Related Alkaloids. VI. Transformation of Berberine to 10b-Methylhexahydrobenzo [c] phenanthridine Derivative
- Utilization of Protopine and Related Alkaloids. IV. Transformation of Protopine and Protoberberine Alkaloid to Benzo [c] phenan-thridine Alkaloid
- Studies on Morphine Alkaloids. VII. Microbial Transformation of 14β-Bromocodeinone
- Utilization of Protopine and Related Alkaloids. III. Acid Catalyzed Cyclization of Anhydromethylberberine. The Revised Structures for Hydroxyisoanhydrodihydromethyl-berberine and Isoanhydromethylberberine
- Studies on Morphine Alkaloids. VI. Indolinocodeine. IV. Conversion of Indolinocodeine Series Compounds into Morphine Series Compounds
- Studies on Morphine Alkaloids. V. Reaction Mechanism of the Reduction of 14β-Bromocodeinone with Sodium Borohydride
- Transformation of Protopine to Sanguinarine. Photocyclization of Anhydroprotopine
- On the Double Bond Nature (endo or exo) in the Condensation Products of Cyclic Ketones with Cyanoacetate or Cyanoacetic Acid
- Utilization of Protopine and Related Alkaloids. I. Ring Closure of Anhydroprotopine
- P-64 Salinosporamide Aの全合成(ポスター発表の部)
- Diterpenoids. XXXV. A-Ring Substitution of Hydrofluorene Compound derived from l-Abietic Acid
- Diterpenoids. XXXIV. Stereochemistry on the Rearranged Compound (Benzilic Acid Rearrangement) of Methyl 6,7-Dioxo-5α, 10α-podocarpa-8,11,13-trien-15-oate
- Stereochemistry on the Rearranged Compound (Benzilic Acid Rearrangement) of Methyl 6,7-Dioxo-5α, 10α-podocarpa-8,11,13-trien-15-oate
- Diterpenoids. XVI. Reduction of 6β-Hydroxy-enantio-podocarpa-8,11,13-trien-16-oic Acid Derivative
- Synthesis of 6β Hydroxy-tetrahydro-and-hexahydroenantio-deoxypodocarpic Acid
- Utilization of Protopine and Related Alkaloids. XVI. Nuclear Magnetic Resonance Spectroscopy on the Cycloadducts of Anhydromethylberberines with Dienophiles
- Convenient Synthesis of the Epoxy Fragment of Azinomycin B
- 9 IL-6活性阻害剤Madindolineの不斉全合成と絶対構造の決定(口頭発表の部)
- Absolute Structure of 2'-Desacetoxyaustrospicatine Established by X-Ray analysis and Circular Dichroism Spectroscopy
- 12 糸状菌の生産する新規細胞接着阻害剤Macrosphelidesの構造と合成研究(口頭発表の部)
- 24 マジンドリンA,Bの効率的不斉全合成と作用機作の解明(口頭発表の部)
- Heterocycles. XXII. : Stereoselective Synthesis of (+)-Aromadendrin Trimethyl Ether and Its Enantiomer, and Their Reduction
- Heterocycles. XX. : Reactions of 2"-Methoxymethoxychalcone Epoxides under Acidic Conditions
- Utilization of Protopine and Related Alkaloids. XVII. Spectroscopic Studies on the Ten-Membered Ring Conformations of Protopine and α-Allocryptopine
- Heterocycles. XVII. Sodium Borohydride Reduction of Flavanonols and Hydrolysis of (±)-Fistacacidin Acetates
- Structure Elucidation of Pantherine, a Flycidal Alkaloid from Amanita pantherina (DC.) FR.
- Heterocycles. XV. Enantioselective Synthesis of Chiral Flavanonols and Flavan-3,4-diols
- The Alkaloid AM-6201 from Streptomyces xanthochromogenus
- Oxaline and Neoxaline
- Alkaloid from Thermoactinomyces Species
- Revised Structure for an Alkaloid from Streptomyces sp. NA-337
- Photocycloaddition of Benzoylated 2'-Deoxyribonucleoside to 2,3-Dimethyl-2-butene
- Stereochemistry of Novel Triterpenes from Cynanchum hancokianum
- The Crystal and Molecular Structures of Hancokinol and Hancolupenone from Cynanchum hancokianum (MAXIM.) AL. ILJINSKI. (Asclepiadaceae)
- NOVEL TRITERPENES, HANCOLUPENONE AND HANCOLUPENOL, FROM CYNANCHUM HANCOKIANUM
- Utilization of Protopine and Related Alkaloids. XV. Photolysis of 4-Methyl-1-oxoanhydroberberine
- Utilization of Protopine and Related Alkaloids. XIV. Oxidation of the Photoadduct of 1-Oxoanhydromethylberberine with Nitrosobenzene, and Synthesis of Ring C-Substituted Benzo [c] phenanthridines
- Heterocycles. XIII. Syntheses and Absolute Configurations of Chiral Benzo [c] phenanthridines
- Utilization of Protopine and Related Alkaloids. XIII. Attempts to obtain Useful Intermediates for the Syntheses of Chelidonine and Homochelidonine
- Heterocycles. XI. Syntheses of Analogs of 10b-Hydroxychelidonine and 4b-Epichelidonine
- Heterocycles. X. Syntheses and Absolute Configurations of a Chiral Naphthoquinone Epoxide and Chiral Naphtho [1,2-c] isocoumarins
- Heterocycles. VIII. Syntheses of 12-Acetoxybenzo [c] phenanthridines
- Utilization of Protopine and Related Alkaloids. XII. An Improved Route to an Analog of the Alkaloid Corynoline
- Utilization of Protopine and Related Alkaloids. XI. Photolysis of 7,8-Dimethoxy-2-methyl-3-(4', 5'-methylenedioxy-2'-vinyl-phenyl) isocarbostyril and Its Application to the Preparation of Oxychelerythrines
- 22 Cynanchum Hancokianumより得られたトリテルペンの構造(ポスター発表の部)
- Formation of 6-Acetoximino-3β-acetoxycholestan-5α-ol Nitrite and Its Reduction over Adams'Platinum
- Products from Reaction of Cholesteryl Acetate with Nitrous Acid
- 1 糸状菌の生産するアシルCoA : コレステロールアシル基転移酵素(ACAT)阻害剤ピリピロペンの全合成研究(口頭発表の部)
- 126(P76) Cynanchum hancockianumより単離された二糖グリコシド、neohancoside A,B,Cの合成(ポスター発表の部)
- Diterpenoids. XIV. Conformational Studies. II. Preferred Conformation of A/B-cis Ring-C Aromatic Tricyclic Diterpenes
- Diterpenoids. IX. Chemical Conversion to Diterpene Alkaloid from Abietic Acid.
- Diterpenoids. VIII. Synthesis of Skeleton of Diterpene Alkaloid.
- Conformational Studies. I. Nuclear Magnetic Resonance Analysis on Conformation of 10β-and 10α-Oxy-enantio-deoxypodocarpic Acid Type Isomer.
- Diterpenoids. VII. Study on Catalytic Hydrogenations of Methyl 9-Oxo-10-hydroxypodocarpa-5,7,10,13-tetraen-16-oate Enantiomer Type Compounds
- Study on the Chemical Shifts for the Methyl Groups of Deoxypodocarpic Acid (Enantiomer) Type Compounds and Syntheses of their 10β-15 or 10α-17 Epoxy Derivatives
- Selective Oxidation of the C_1- or C_-Methyl Group in Antipodal Deoxypodocarpic Acid Type Compounds
- 半夏のアジュバント活性成分, ピネリン酸のインフルエンザワクチンに対する気道粘膜免疫増強活性 : 免疫・アレルギー (2)
- Steroids. VII. Photolysis of 3β, 5α-Diacetoxy-6-nitriminocholestane
- Steroids. VI. Alumina-Induced Reaction of 3β, 5α-Diacetoxy-6-nitriminocholestane
- Steroids. V. Photolyses of Steroidal Oxime Acetates
- Steroids. III. Alumina-Induced Reactions of Steroidal Oxime Acetates
- Diterpenoids. XLV. Ozonolysis of Phenolic Dehydroabietic Acid Derivatives
- 65(P-49) 抗マラリア活性物質Borrelidinの全合成(ポスター発表の部)
- Diterpenoids. XLI. Rearrangement of Deisopropyl Phenacylidene Type Diterpene by Means of Aluminum Chloride
- Diterpenoids. XXXVII. Rearrangement of Methyl 13-Isopropyl-7-oxo-podocarpa-5,8,11,13-tetraen-15-oate by Means of Aluminum Chloride
- Diterpenoids. XXX. Reaction of Methyl Dehydroabietate Derivatives with Aluminum Chloride under Effect of Electron-donating Group
- Diterpenoids. XXIX. Nitration of Methyl Dehydroabietate Derivatives
- Diterpenoids. XXVIII. Nitration of Methyl 7-Oxo-dehydroabietate Derivatives
- Novel Nitration Reaction of Methyl 7-Oxodehydroabietate
- Diterpenoids. XII. Catalytic Hydrogenation of Δ^-and 6-Enol Acetoxyhydrofluorene Derivatives. A Synthesis of Hydrofluorene Derivatives (cis-A/B-Ring Fusion (α C_5-H))
- Diterpenoids. XI. A Synthesis of Hydrofluorene Derivatives (trans-A/B-Ring Fusion (β C_5-H))
- Diterpenoids. X. A Synthesis of c-Homohydrofluorene
- Diterpenoids. XLVI. Syntheses of Taxodione, Royleanone and Their Analogues
- Diterpenoids. XXXVI. Synthesis of d-Kaurene and d-Phyllocladene from l-Abietic Acid
- Transformation of l-Abietic Acid to Benzohydroazulene Derivative
- 32 Dehydroabietic AcidよりSteroid骨格の合成研究
- Diterpenoids. XLII. Stereoselective Synthesis of d-Phyllocladene from l-Abietic Acid
- Diterpenoids. XXXVIII. Conversion of l-Abietic Acid into Steroidal Skeletons : Formation of the D-Ring (1)
- Diterpenoids. XXVII. Synthesis of 11-Methoxy-diterpenoids. (2). Synthesis of 11-Methoxy-dehydroabietic Acid Derivatives
- Diterpenoids. XXVI. Synthesis of 11-Methoxy-diterpenoids. (1). Synthesis of Antipodal 11-Methoxy-deoxypodocarpic Acid Derivatives
- Diterpenoides. XXI. Hydration of Stereoisomers of Dimethyl 1,2,3,4,5,10,11,14-Octahydro-4β, 10α-dimethyl-fluorene-4α, 6-dicarboxylate
- Diterpenoids. XX. Nitration of Dimethyl 1,2,3,10-Tetrahydro-4β, 10α-dimethyl-4H-fluorene-4α, 6-dicarboxylate and Its Hydrogenated Stereoisomers
- Diterpenoids. XVII. Epimerization at Lactonization of 6β-Hydroxy-enantio-podocarpan (and 8-monoen-) 16-oic Acid (cis-and trans-B/C-ring Juncture) Syntheses of the Corresponding 6α-Hydroxy Series
- Lactonization of 6β-Hydroxy-tetrahydro-and-hexahydro-enantio-deoxypodocarpic Acid. Synthesis of 6α-Hydroxy-tetrahydro-and-hexahydro-enantio-deoxypodocarpic Acid
- Isoquinolines. I. Preparation and Stereochemistry of 9,10-Epoxy-1-(p-methoxybenzyl)-2-methyldecahydroisoquinolines
- Synthesis of the Alkaloid from Thermoactinomyces Species
- Steroids. IV. Revised Structure for the Product from 3β-Acetoxycholest-5-ene with Nitrous Acid
- Diterpenoids. XXV. Autoxidation of Styrene Type Compounds derived from l-Abietic Acid
- Diterpenoids. XXIV. Transformation of Podocarpic Acid Type Diterpene to B-Homo-C-nor-5β, 10α-podocarpan Skeleton
- Heterocycles. VII. Reaction of 12-Hydroxy-5-oxa-6-oxo-5,6-dihydrochrysene with Methylamine
- Heterocycles. VI. An Approach to Corynoline Analogues
- Heterocycles. IV. Photolyses of the 4-Arylacetylated 1,2-Dihydroisoquinoline, Isocarbostyril and Its Enol Acetates
- Conversion of Dehydroabietic Acid into a Steroid Skeleton : Formation of the D-Ring. II
- Conversion of Dehydroabietic Acid into a Steroid Skeleton : Formation of the A-ring. III.
- Conversion of Dehydroabietic Acid into a Steroid Skeleton : Formation of the A-Ring. II
- Conversion of Dehydroabietic Acid into a Steroid Skeleton : Formation of the A-Ring. I
- Study on Synthesis of Antipodal Steroid
- Heterocycles. III. Syntheses of Berbans from 6,7-Dimethoxy-3,4-dihydroisoquinoline
- Utilization of Protopine and Related Alkaloids. IX. Formation of 4b, 6-Epidioxybenzo [c] phenanthridine Derivative and Its Reaction with 2,3-Dichloro-5,6-dicyanobenzoquinone
- Utilization of Protopine and Related Alkaloids. VIII. Synthesis of an Analogue of Alkaloid Corynoline