cis, cis-und trans, trans-1-Methyl-4-hydroxy-3,5-bis (athoxycarbonylmethyl) piperidin.

スポンサーリンク

概要

• 論文の詳細を見る

• 1-Methyl-3,5-bis (athoxycarbonylmethyl)-piperidon- (4) (IV), welches durch Mannich-Reaktion hergestellt wird, liefert bei der katalytischen Reduktion die zwei stereoisomeren 4-Hydroxy-Verbindungen (Va und Vb). Es wird demnach gezeigt, dass die Struktur von (IV) als Meso-Form bezeichnet werden kann. Durch Tauschen des N-Methyl-Rests von (Va) bzw. (Vb) mit Benzoyl-Rest entsteht (VIIIa) bzw. (VIIIb). (VIIIa) kann mit 10-proz. HCl oder Ac_2O zum γ-Lacton ubergefuhrt werden. Dagegen wird aus (VIIIb) mit 10-proz. HCl nur die Hydroxy-dicarbonsaure erhalten. Die Struktur von (Va) bzw. (Vb) kann somit der cis, cis-Form bzw. trans, trans-Form zugeordnet werden. Bei der NaBH_4-Reduktion von (IV) entstenden nur die 4-Hydroxy-Verbindungen der trans, trans-Reihe. Ausserdem kann (Vb) mit SOCl_2 leicht zur 4-Chlor-Verbindung verwandelt werden. Es ist damit anzunehmen, dass (Va) bzw. (Vb) die Konstellation von 3e : 4a : 5e (XXa) bzw. 3e : 4e : 5e (XXb) besitzt.

• 公益社団法人日本薬学会の論文
• 1959-03-20

著者

• 酒井 浄

  Faculty of Pharmaceutical Sciences, Kyushu University

• 酒井 浄

  Faculty Of Pharmaceutical Sciences Kyushu University

• 津田 恭介

  Kyoritsu Colledge of Pharmcy

• 津田 恭介

  東京大学:日本学士院:共立薬科大学

• 津田 恭介

  Institut fur angewandte Mikrobiologie, Universitat Tokio

• 酒井 浄

  Pharmazeutisches Institut, Universitat Kiushu

関連論文

• A New Synthetic Route to Optically Active α, β- and β', γ'-Unsaturated Alcohols, and Its Application to the Synthesis of a Fungitoxic C-18 Hydroxy Unsaturated Fatty Acid
• Enzymatic Hydrolysis of 2,2-Bis(acetoxymethyl)cycloalkanones, and Its Application to Formal Synthesis of (-)-Malyngolide
• Syntheses of Unsaturated Trihydroxy C-18 Fatty Acids Isolated from Rice Plants Suffering from Rice Blast Disease
• A New Synthetic Route to Optically Active α, β- and β', γ'-Unsaturated Alcohols, and Its Application to the Synthesis of a Fungitoxic C-18 Hydroxy Unsaturated Fatty Acid
• A New Synthetic Route to Optically Active α, β- and β', γ'-Unsaturated Alcohols, and Its Application to the Synthesis of a Fungitoxic C-18 Hydroxy Unsaturated Fatty Acid
• A New Synthetic Route to Optically Active α, β- and β', γ'-Unsaturated Alcohols, and Its Application to the Synthesis of a Fungitoxic C-18 Hydroxy Unsaturated Fatty Acid
• A New Synthetic Route to Optically Active α, β- and β', γ'-Unsaturated Alcohols, and Its Application to the Synthesis of a Fungitoxic C-18 Hydroxy Unsaturated Fatty Acid
• A New Synthetic Route to Optically Active α, β- and β', γ'-Unsaturated Alcohols, and Its Application to the Synthesis of a Fungitoxic C-18 Hydroxy Unsaturated Fatty Acid
• A New Synthetic Route to Optically Active α, β- and β', γ'-Unsaturated Alcohols, and Its Application to the Synthesis of a Fungitoxic C-18 Hydroxy Unsaturated Fatty Acid
• A New Synthetic Route to Optically Active α, β- and β', γ'-Unsaturated Alcohols, and Its Application to the Synthesis of a Fungitoxic C-18 Hydroxy Unsaturated Fatty Acid
• Synthetic Approach to 1,3-Polymethyl Function Based on Diastereoselective Conjugate Addition
• 82 ロジウム錯体を用いる高選択的不斉環化反応とイリドミルメシン類合成への応用(ポスター発表の部)
• 1 新規環変換反応の開発と二、三の天然物合成への応用(口頭発表の部)
• Diastereoselective Synthesis of Chiral 2,2,4-Trisubstituted 1,3-Dioxanes
• 74 Pseudomonas fluorescens lipaseの特性とキラルな生理活性化合物合成への応用(ポスター発表の部)
• Facile Synthesis of Furan Derivatives
• Silica Gel-Catalyzed Air Oxidation of Cyclopentenones
• Sultone Formation from α-Hydroxycyclopentanones and Alkanesulfonyl Chloride
• Formal Synthesis of dl-Plinol B
• 63(P1-11) 新規環拡大反応と(-)ムスコン合成への応用(ポスター発表の部)
• Practical Synthesis of Optically Active 6,6,Dichloro-2,2'-dipfenic Acid and Its Dimethyl Ester
• Preparation of Chiral, Highly Functionalized Cyclopentanes and Its Application to the Synthesis of Prostaglandin E_1
• Insight into the Cyclization of 6-Octen-1-als with Rhodium(I) Complex
• Diastereoselective Cyclization of 6-Octen-1-als with Rhodium(I)-Complex
• Preparation of Optically Active γ-Hydroxyethyl α, β-Unsaturated γ-Lactone Using an Enzymatic
• A Stereocontrolled Synthesis of Trisubstituted Cyclohexanes and Cyclopentanes. Its Application to the Synthesis of 11-Deoxyprostaglandins
• 76 キラルな多官能性シクロペンタンの合成と天然物合成への応用(口頭発表の部)
• The Configuration of 22-Hydroxycholesterol
• Untersuchungen uber Steroide. XLIV. Uber 3β-Acetoxyergosta-5,8-dien-7-on.
• Untersuchungen uber Steroide. LII. Aromatisierungsreaktion des geradlinig konjugierten Dienonsystems mittels Zink.
• Untersuchungen uber Steroide. LI. Aromatisierungsreaktion des kreuzkonjugierten Dienon-systems mittels Zink. (9)
• 5.Ophiobolinの構造
• Tetrodotoxin. VII. On the Structures of Tetrodotoxin and its Derivatives
• On the Structure of Tetrodotoxin
• Uber die Konstitution und Konfiguration des Anhydrotetrodotoxins
• Stereochemistry of Steroids containing Aromatic A-Ring. IV. 9,10β-Epoxysteroid.
• Die Konstitution und Konfiguration der Tetrodonsaure
• Stereo-chemistry of Steroids Containing Aromatic A-Ring. III. Hydrogenation of 11β-Hydroxy-⊿^8-dehydroestrone.
• Steroid Studies. XLIII. An Aromatization Reaction of a Cross Conjugated Dienone System with Zinc. (8).
• Uber Tetrodotoxin. VI. Mitteilung. 2-Amino-6-methylchinazolin als Abbauprodukt von Tetrodotoxin.
• Uber Tetrodotoxin. Mitteilung. Synthese des C_9-Base-methylathers.
• Uber Tetrodotoxin. IV. Mitteilung. Die Struktur der C_9-Base, die sich durch Einwirkung der Alkalilauge auf Tetrodotoxin gewinnen la■t.
• 6.テトロドトキシンの構造研究
• Uber die Struktur der C_9-Base, die sich durch Behandlung mit Alkalilauge aus Tetrodotoxin gewinnen laβt
• Untersuchungen der Eierstockextrakte von Kugelfischen. XI. Uber Tetrodotoxin.(2)
• Effect of Water Extracts of Crude Drugs in Decreasing Blood Ethanol Concentrations in Rats(Pharmaceutical,Chemical)
• Stereochemistry of Steroids containing Aromatic A-Ring. II. Reaction of 9α, 11α-Epoxyestrone.
• Stereochemistry of Steroid containing Aromatic A-Ring. I. Reaction of 9 (11)-Dehydroestrone.
• Steroid Studies. XXI. On the Reaction of 5α, 8α-Ethylenic Steroids.
• Untersuchungen uber Steroide. XIII. Mattox-Umlagerung von Reichsteins Substanz S bei der Ketalisierung mit 2-Methyl-2-athyl-1,3-dioxolan.
• Steroid Studies. XII. On the Methylation of 3-Oxosteroids. (2).
• Steroid Studies. XI. On the Methylation of 3-Oxosteroids. (1).
• Application of Microorganisms and Enzymes to the Synthesis of Chiral Cyclopentane and Bicyclo[3.3.0]octane Derivatives(Organic,Chemical)
• Gas Chromatography of C_, C_, and C_ Sterols
• 11.テトロドトキシンの構造研究
• On the Constitution of Tetrodotoxin
• Preparation of 2,6-Dioxabicyclo[3.3.0]octan-3,7-dione and Its Application to the Synthesis of (±)-Eldanolide
• Formal Syntheses of (-)-α- and (+)-β-Cuparenones, Cuparene, and Laurene
• Preparation of Chiral, Highly Functionalized Cyclopentenones
• A New Conversion Method from (-)-Limonene to Nepetalactones
• Enzymatic Procedure for the Synthesis of Prostaglandin A_2
• リモネンを原料とした生理活性物質の合成
• Asymmetric Synthesis of (+)-and (-)-Batyl Alcohol, a Key Synthetic Intermediate for Platelet-Activating Factor, by Using Biocatalysts(Organic,Chemical)
• Conversion of (+)-Limonen-10-ol to Bicyclo[3.3.0]octane Skeleton. Synthesis of a Key Intermediate for Carbacyclin(Organic,Chemical)
• Enzymatic Procedure for the Synthesis of 11-Deoxyprostaglandins(Organic,Chemical)
• Conversion of (-)-Limonen-10-ol to 11-Deoxyprostaglandin
• Novel Synthesis of Indan Derivatives
• 39 酵素化学的手法を用いたプロスタグランジンの合成
• Enzymatic Synthesis of 2,3-O-Isopropylidene-sn-glycerol, a Chiral Building Block for Platelet-Activating Factor
• USING MICROBIAL REDUCTION TO SYNTHESIZE CARBACYCLIN
• Simple Synthesis of trans-3,4-Bis(methoxycarbonylmethyl)cyclopentanone
• Conversion of Limonene to Prostanoic Acid and 8-Isoprostanoic Acid
• Formal Synthesis of Brefeldin A from (+)-Limonen-10-ol
• 15 リモネンを利用した光学活性シクロペンタノイドの合成
• Steroid Series. XVI. The Preparation of 3α, 5α-Cyclo-6β, 19-oxidosteroids and its Conversion to 19-Oxygenated Steroid Derivatives
• The Formation of 6,19-Epoxy-3,5-cyclo-steroid
• 25.スチグマステロール,エルゴステロールの24位炭素の絶対配位
• Untersuchungen uber Steroide. IX. Die Sterine aus Meeres-algen.
• 13.Narthecium Ossifragum Hudsから得られる22-hydroxycnolesterolのC-22の配位について
• Uber die Konfiguration am Kohlenstoffatom-22 des naturlichen 22-Hydroxycholesterins
• Synthesis of 6a-Carbaprostaglandin I_3
• A Novel Synthesis of (±)-Carbacyclin
• Conversion of Methylenomycin A to Prostaglandin Analogues
• SYNTHESIS OF (±) 11-OXACARBACYCLIN
• Base-Catalyzed Reactions of Dihydromethylenomycin A and Its Derivatives
• A SYNTHESIS OF (±)-6,9α-METHANOPROSTAGLANDIN I_3,A STABLE ANALOG OF PROSTAGLANDIN I_3
• Isolation of 22-Dehydrocholesterol from Hypnea japonica
• Stereospecific Synthesis of Functionalized Cyclopentane Derivatives
• Syntheses of Some Branched-chain Nitrocycloalkanols
• PREPARATION OF A CHIRAL BUILDING BLOCK BASED ON 1,3-SYN-DIOL USING PSEUDOMONAS FLUORESCENSE LIPASE AND ITS APPLICATION TO THE SYNTHESIS OF A HUNGER MODULATOR
• Untersuchungen uber Steroide. XXXI. Umlagerung einer Doppelbindung an C_ der Sterin-Seitenkette bei Einwirkung von Jod.
• Untersuchungen uber Steroide. XXX. Versuche zur Synthese von Brassicasterin.
• Untersuchungen uber Steroide. XXIX. Versuche zur Synthese von Cholesta-7,22-dien-3β-ol.
• Untersuchungen uber Steroide. XXII. Versuche zur Synthese von 20-Iso-22-dehydrocholesterin.
• Untersuchungen uber Steroide. XX. Die Sterine aus grunen Meeres-Algen
• cis, cis-und trans, trans-1-Methyl-4-hydroxy-3,5-bis (athoxycarbonylmethyl) piperidin.
• The Synthesis of 9-Substituted p-Mentha-1,8 (10)-diene Derivatives
• SYNTHESIS OF CARBACYCLIN USING RHODIUM (I) COMPLEX
• SYNTHESIS BY MICROBIAL REDUCTION OF (S)-13-HYDROXY-9Z, 11E-OCTADECADIENOIC ACID, A DEFENSIVE SUBSTANCE IN RICE
• Synthetic Studies on Platelet-Activating Factor (PAF)

もっと見る 閉じる

スポンサーリンク