Thiosteroids. XXXVI. Synthesis of Some 16-Sulfur-substituted Steroids
スポンサーリンク
概要
- 論文の詳細を見る
Some estrone and epiandrosterone derivatives having a sulfur function at C_<16> were prepared by substitution reaction of 16α- and 16β-bromo-17-ketosteroids with sulfur nucleophiles. The reaction proceeds with inversion at C_<16>. Equilibration experiments on some of the products indicate that the 16β-substituted steroids are thermodynamically more stable than the corresponding α-isomers and the 16-acetylthiosteroids are epimerized faster than the 16-ethylthiosteroids. The proton signals at C_<16> of the products show characteristic splitting patterns according to their configuration.
- 社団法人日本薬学会の論文
- 1977-06-25
著者
-
武田 健一
Shionogi Research Laboratory Shionogi & Co. Ltd.
-
徳竹 伯夫
Shionogi Research Laboratory, Shionogi & Co., Ltd.
-
米野 太一郎
Shionogi Research Laboratory, Shionogi & Co., Ltd.
-
武田 健一
塩野義製薬(株)
-
武田 健一
塩野義製薬株式会社研究所
-
武田 健一
Research Laboratory Shionogi & Co. Ltd.
-
武田 健一
塩野義研
-
徳竹 伯夫
Shionogi Research Laboratory Shionogi & Co. Ltd.
-
Takeda Ken'ichi
Shionogi Research Laboratory Shionogi & Co. Ltd.
-
米野 太一郎
Shionogi Research Laboratory Shionogi & Co. Ltd.
-
武田 健一
Shionogi Research Laboratories
関連論文
- Thiosteroids. XXXVI. Synthesis of Some 16-Sulfur-substituted Steroids
- Sesquiterpenes of Lauraceae Plants. IV. Germacranolides from Laurus nobilis L.
- Gas Chromatographic Identification of 2,6-Disubstituted-trans-decalins using Retention Indices
- Syntheses and Spectral Properties of 2,6-Disubstituted-trans-decalins
- Dehydrogenation of Lindenenyl Acetate by Palladium
- Components of the Root of Acorus calamus L.
- Thiosteroids. XXI. Episulfide Formation from Vicinal Thiocyanatohydrins and Their Acetates
- Structure of Diotigenin. (1)
- Bile Acids and Steroids. XXXIV. Thiosteroids. (19). 6α-and 6β-Thiocyanato-progesterone and Related Compounds.
- Studies on Seven-membered Ring Derivatives. IV. 6,10-Dimethylbicyclo-[5.3.0] decanones obtained from Guaiol
- Bile Acids and Steroids. XXXII. Thiosteroids. (17). Synthesis of 16β-Acetylthio-and 16β-Alkylthio-estratriene Derivatives
- Studies on A-Norsteroids. I. Synthesis of A-Nor-Δ^-1,2-dioxo Steroids
- Bile Acids and Steroids. XXVIII. Thiosteroids. (13). Further Study on Synthesis of 5'-Methylthieno-[4', 3', 2'-4,5,6]-5-en-3-one Steroids
- Bile Acids and Steroids. XXV. Thiosteroids. (10). Synthesis of Some 16β-Acetylthio- and 16β-Alkylthio-estrones and their Derivatives
- Bile Acids and Steroids. XXIII. Thiosteroids. (8). Intramolecular Condensation of Some 6-Acetylthio Steroids.
- Bile Acids and Steroids. XXII. Thiosteroids. (7). Synthesis of Some Thiazolo [5', 4'-16,17] steroids by the Hantzsh Reactions.
- Uber angular substituierte polycyclische Verbindungen. III. Alkalische Degradation von 3α-Alkoxy-3β-amino-5β-cholestan-5-carbonsaure-γ-laktam.
- Totalsynthetische Untersuchungen an Steroiden. VI. Einfuhrung der C-Substituenten in die angulare Stellung der kondensierten Ringsysteme. (1). Einwirkung von Kaliumcyanid auf rac-D-Homo-18-nor-androstan-derivaten.
- Totalsynthetische Untersuchungen an Steroiden. V. Reduktion von rac-17-Methoxy-D-homo-18-nor-androsta-4,8,13,15,17-pentaen-3-on mit Lithium in flussigem Ammoniak.
- Totalsynthetische Untersuchungen an Steroiden. IV. Synthese der Hydrophenanthren-sowie Hydrochrysenderivate.
- Preparation of the Steroidal 1,4,11-Trien-3-ones and a Surprisingly Rapid Dienone-phenol Rearrangement
- ステロイドサポゲニン(第11報) : ステロイドホルモンに関係あるメタゲニン誘導体 その2
- On Steroidal Sapogenins. IX. Some Derivatives of Metagenin Related to Steroidal Hormones (Part 1)
- Studies on the Steroidal Components of Domestic Plants. XXII. : Structure of Metagenin. (2).
- 2-および3-オキソステロイドの酸素酸化反応(第2報) : 3-オキソステロイド類の塩基性溶液中における酸素酸化反応
- 2-および3-オキソステロイドの酸素酸化反応(第1報)2-オキソステロイドの塩基性溶液中における酸素酸化反応
- Some Observations of Oxygenation of C_2- or C_3-Oxo-5α-steroids Possessing C_11-Oxo-group
- Synthetic Studies on Isoquinoline Alkaloids. I. An Efficient Synthesis of 9,10-Substituted Protoberberine Alkaloids
- 天台烏薬中の成分Linderane及びLindereneの構造に就て
- 坂本吉勝君を偲んで
- 研究者の心と研究(10年後の天然物化学は)
- 有機天然化合物の化学は、今……
- 奥野政藏先生を悼んで
- 名誉会員塚元久雄先生を悼む
- Germacrane形セスキテルペンの化学
- 名誉会員刈米達夫先生を悼む
- オクテット
- 有功会員塚本赳夫先生を悼む
- 34 植物培養細胞におけるphytosterolの生合成 : ^C-signalの帰属と側鎖生合成における立体特異性
- Bile Acids and Steroids. XXXV. Some A-Ring Aromatic Steroids having Oxygen Functions at C-16 and Their Pharmacological Activities. (1)
- Studies on Biochemical Transformation of Plant Steroids. Part II. Biochemical Conversion of Gitogenin into 12-Oxygenated Sapogenins in Hosta kiyosumiensis F. MAEK
- 39 Chiogralactoneの構造と合成
- 38.Tokorogenin-2,3-diacetate及びその関連化合物の研究
- Studies on the Steroidal Components of Domestic Plants. XLVIII. Components of Chionographis japonica MAXIM. (1)
- 33.天台烏薬の成分に就て 第十一報 : リンデレン及びその誘導体のDDQ酸化に就て : DDQ酸化成績体を利用しての立体構造の検討
- Studies on the Steroidal Components of Domestic Plants. XLV. Constituents of Hosta Species. (2)
- Studies on Sesquiterpenoids. V. The Structure of a Double Bond Isomer of α-Dihydroguaiene.
- 26.Reineckiagenin,Isoreineckiagenin及びIsocarneageninの構造について
- Studies on Sesquiterpenoids. I. Absolute Configuration of Guaiol. (1). Absolute Configuration of the Methyl Group at C-4 in Guaiol.
- Synthesis of Matrine Derivatives. III. Studies on the von Braun Degradation of Matridine.
- チアッォール誘導体の研究-第4報-
- B-5-2 New Ten-Membered Sesquiterpenic Lactones having a Furan Ring(Terpenoids)
- Diels-Alder反応(第3報)ハイドロキノンと無水マレイン酸の反応
- 胆汁酸とスチロイドの研究(第6報) : 7-Oxo-6-bromocholanic Acidsの酸化について
- 胆汁酸とスチロイドの研究(第5報) : Methyl 3α-Acetoxy-7-oxocholanateのブロム化及びその関連化合物のブロム立体配位について
- Studies on the Synthesis of the Steroids having an Arylcyclopropane Ring at Position 2 and 3. I
- Diels-Alder Reaction. II. : Reaction of β-Naphthol and Maleic Anhydride : Isolation of Another Isomeric Adduct.
- β-Naphtholと無水マレイン酸の反応-附加化合物の他の一異性体に就て
- Naphtho-〔2,3-b〕-furan誘導体の合成に就て
- Linear Steroid Analogues. IV. Cyclization Reaction of 8,9-Seco-5α-androstane-8,9,11-trione Derivatives with Al_2O_3 and SiO_2
- Boron Trifluoride-catalyzed D-Homo Rearrangements of 20β-Acetoxy-5α-pregnanes
- Synthesis of 2-Methyl-3-oxa-A-norestra-1,5-(10)-dien-17β-ol and 2-Methyl-3-oxa-4,19-bisnorpregna-1,5(10)-dien-20-one
- Decomposition Reaction of Tosylhydrazones of Steroidal 2α, 5α-Epoxy-3-ketones with Base
- Thiosteroids. XXVI. Steroidal Transannular 2,5-Epoxide and Related Compounds
- Thiosteroids. XXV. Syntheses of the Epimers of Cholest-4-and-5-en-2,3-episulfide and Related Compounds
- Thiosteroids. XXII. The Intramolecular Cyclization of 6-Acylthio-, Acyloxy-, and Acylamino-4-en-3-one Steroids. Pentacyclic Steroids
- The Conversion of Dihydrolycorine to (-)-α-Lycorane
- Bile Acids and Steroids. X. On β-Spinasterol.
- Thiosteroids. XXIV. Synthesis of Benzo-c-thieno Steroid : 1-Methyl-3-acetoxy-5'-phenylthieno [4', 3', 2'-4,5,6] estra-1 (10), 2,5,9 (11)-tetraen-17-one
- Thiosteroids. XXIII. Diels Alder Reactions of 5'-Methylfuro-[4', 3', 2', -4,5,6] pregn-5-ene-3,20-dione
- Bile Acids and Steroids. XVII. Thiosteroids. (6). Synthesis of 16β-Mercapto-17α-hydroxyprogesterone and 16β-Mercaptotestosterone
- Bile Acids and Steroids. XVI. Thiosteroisteroids. (5). Ring-opening Reaction of Steroidal 5α, 6α- and 5β, 6β-Epoxide by Thiocy anic Acid.
- Studies on the Steroidal Components of Domestic Plants. XXXI. Constituents of Reineckia carnea KUNTH. (3). Pentologenin and Kitigenin.
- Studies on the Steroidal Components of Domestic Plants. XXX. Structure of Nogiragenin, a 'New Sapogenin isolated from Metanarthecium luteo-viride MAXIM.
- The Isomers of 25D, 5β-spirostane-2,3-diol
- Studies on the Steroidal Components of Domestic Plants. XVII. The Structure of Yonogenin, a New Steroidal Sapogenin from Dioscorea Tokoro MAKINO.
- 邦産植物ステリン成分の研究(第5報) : Agave属の成分について
- 邦産植物ステリン成分の研究(第4報) : Yucca属の成分について その1
- Bile Acids and Steroids. XIV. Thiosteroids. (3). Reduction of the 11β, 12β-Episulfide
- Bile Acids and Steroids. XIII. Thiosteroids. (2). Addition of Thiocyanic Acid to Steroidal α, β-Unsaturated Ketones
- The Stereochemistry of Dihydrolycorine.
- On Steroidal Sapogenins. II. Synthesis of Some 7-Oxygenated 5β, 25D-Spirostanes.
- 天然物のI.R.: Steroidal Sapogeninの構造とその赤外吸収
- Totalsynthese von 3-Hydroxy-19-norpregna-1,3,5 (10)-trien-20-on und dessen 18-Oxo-derivat
- Bile Acids and Steroids. XII. Thiosteroids (1). The Fission of Epoxide in the C-Ring of Steroids by Thiocyanic Acid
- Studies on the Steroidal Components of Domestic Plants. XVIII. Components of the Root of Bupleurum falcatum L. (2).
- Studies on Seven-membered Ring Derivatives. III. : Partial Synthesis of 1,4-Dimethyl-7-ethylazulene (Lindazulene).
- Components of the Root of Lindera strychinifolia Vill. V. : Azulenes isolated from Linderene by Zinc-Dust Distillation.