Diethylaminosulfur Trilfluoride (DAST) as a Fluorinating Agent of Pyrimidine Nucleosides Having a 2', 3'-Vicinal Diol System

スポンサーリンク

概要

• 論文の詳細を見る

• Displacement of a hydroxyl group in pyrimidine nucleosides having a vicinal diol system by a fluorine atom was investigated by using diethylaminosulfur trifluoride (DAST). Though participation of the base moiety often thwarts the desired introduction of a fluorine atom, it was found that appropriate modification of the base and/or sugar moieties allowed the desired fluorodehydroxylation to occur, giving 5'-, 3'-β-, and 2'-α-fluorinated uracilnucleosides in good yields.

• 社団法人日本薬学会の論文
• 1990-05-25

著者

• 田中 博道

  School of Pharmaceutical Sciences, Showa University

• 宮坂 貞

  School of Pharmaceutical Sciences, Showa University

• 山口 健太郎

  School of Pharmaceutical Sciences, Showa University

• 山口 健太郎

  School Of Pharmaceutical Sciences Showa University

• 宮坂 貞

  昭和大学大学院薬学研究科医療薬学専攻

• 早川 弘之

  School of Pharmaceutical Sciences, Showa University

• 高井 富美

  School of Pharmaceutical Sciences, Showa University

• 宮坂 貞

  School Of Pharmaceutical Sciences Showa University

• 高井 富美

  School Of Pharmaceutical Sciences Showa University

関連論文

• Synthesis of 5-Carbon-Substituted 1-β-D-Ribofuranosylimidazole-4-carboxamides via Lithiation of a Primary Carboxamide(Organic,Chemical)
• Cyclization of 1-Aryl-1-nitroso-3-(2-pyridymethyl)ureas to 2-Aryl-5-(2-pyridyl)-2,4-dihydro-1,2,4-triazol-3-ones
• 25-P7-64 大学院における医療薬学教育の実践と評価
• A Procedure toward the Fully Automatic Method for Solving Crystal Structures
• Structural Confirmation of the Nitration Product of the 1(2H)-Phthalazinone as the 2-Nitro-1(2H)-phthalazinone
• Synthesis and Antifungal Activities of a Series of (1,2-Disubstituted Vinyl)imidazoles
• REACTION OF ORGANOMETALLIC REAGENTS WITH 2'- AND 3'-KETOURIDINE DERIVATIVES : SYNTHESIS OF URACIL NUCLEOSIDES BRANCHED AT THE 2'- AND 3'-POSITIONS(Communications to the Editor)
• Synthesis of 1,2,3-Triazine N-Oxides
• THE STRUCTURE OF 1,2,3-TRIAZINE
• THE STRUCTURE OF 1,2,3-TRIAZINE
• ADDITION REACTION OF 1,2,3-TRIAZINE 2-IMINES WITH DIMETHYL ACETYLENEDICARBOXYLATE
• Chemical Modification of Antitumor Alkaloids, 20(S)-Camptothecin and 7-Ethylcamptothecin : Reaction of the E-Lactone Ring Portion with Hydrazine Hydrate
• カンプトテシン誘導体の合成および抗腫瘍活性 : 7-エチル-10-ヒドロキシカンプトテシンの水溶性カルバメート誘導体(発表論文抄録(1991年))
• Revised Structure of N-Oxidation Products of 4,5,6-Triaryltriazines : 1,2,3-Triazine 2-Oxides
• Synthesis and Antitumor Activity of 20(S)-Camptothecin Derivatives : Carbamate-Linked, Water-Soluble Derivaties of 7-Ethyl-10-hydroxycamptothecin
• The Degradation Pathway of 1,2,3,4-Tetrazine
• The Ring Transformation of 1,2,3-Triazines
• Diethylaminosulfur Trilfluoride (DAST) as a Fluorinating Agent of Pyrimidine Nucleosides Having a 2', 3'-Vicinal Diol System
• クロマトグラフィー分離理論に誤り?
• 1,2,3-トリアジン 2-イミンの合成, 構造及び反応
• 4,6-ジメチル-1,2,3-トリアジン 2-イミンの結晶構造
• Reactions of N-Aminopyrazoles with Halogenating Reagents and Synthesis of 1,2,3-Triazines
• ELECTRON IMPACT REACTOR FOR ORGANIC REACTIONS
• Synthesis and Antitumor Activity of 20(S)-Camptothecin Derivatives. A-Ring-Substituted 7-Ethylcamptothecins and Their E-Ring-Modified Water-Soluble Derivatives
• Synthesis and Antiumor Activity of 20(S)-Camptothecin Derivatives : A-Ring Modified and 7,10-Disubstituted Camptothecins
• Synthesis and Optical Properties of 2'-Deoxy-8,2'-methanoguanosine
• REACTION OF URACIL NUCLEOSIDES WITH 1-METHYLIMIDAZOLE IN THE PRESENCE OF PHOSPHORYL CHLORIDE : A CONVENIENT METHOD FOR THE SYNTHESIS OF 4-SUBSTITUTED PYRIMIDIN-2 (1H)-ONE NUCLEOSIDES
• PALLADIUM-CATALYZED CROSS-COUPLING OF 2-IODOADENOSINE WITH TERMINAL ALKYNES : SYNTHESIS AND BIOLOGICAL ACTIVITIES OF 2-ALKYNYLADENOSINES
• CONVERSION OF GUANOSINE INTO 2-AMINOMETHYLINOSINE (2-HOMOGUANOSINE)
• SYNTHESIS AND BIOLOGICAL ACTIVITIES OF 5-SUBSTITUTED 6-PHENYLTHIO AND 6-IODOURIDINES, A NEW CLASS OF ANTILEUKEMIC NUCLEOSIDES
• The Reaction of 6-Phenylthiouridine with Sulfur Nucleophiles : A Simple and Regiospecific Preparation of 6-Alkylthiouridines and 6-Alkylthiouridylic Acids
• A SIMPLIFIED SYNTHESIS OF 8-SUBSTITUTED PURINE NUCLEOSIDES VIA LITHIATION OF 6-CHLORO-9-(2,3-O-ISOPROPYLIDENE-β-D-RIBOFURANOSYL) PURINE
• Chemical Modification of an Antitumor Alkaloid, 20(S)-Camptothecin : E-Lactone Ring-Modified Water-Soluble Derivatives of 7-Ethylcamptothecin
• Chemical Modification of an Antitumor Alkaloid, 20(S)-Camptothecin : Glycosides, Phosphates and Sulfates of 7-Ethyl 10-hydroxycamptothecin
• Chemical Modification of an Antitumor Alkaloid Camprothecin : Synthesis and Antitumor Activity of 7-C-Substituted Camptothecins
• Studies of Heterocyclic Compounds. XVIII. Synthesis of 1-(Substitutedphenyl)-2,3-tetramethylenepyrrolo [2,1-b] benzothiazoles
• Studies of Heterocyclic Compounds. XVII. Synthesis of 3-(Substituted-phenyl)-thiazolo [2,3-b] benzothiazolium Perchlorates
• エイズウイルス(HIV-1)の増殖を阻害するヌクレオシド誘導体およびその関連化合物(ヌクレオシドの生物活性) (核酸化学の新展開--新しい機能性分子を求めて) -- (新しい構造と機能を有するヌクレオシドの分子設計)
• ヌクレオシドのリチウム化反応から抗HIV-1リ-ド化合物の創製へ
• Introduction of an Alkyl Group into the Sugar Portion of Uracilnucleosides by the Use of Gilman Reagents
• Direct C-8 Lithiation of Naturally-Occurring Purine Nucleosides. A Simple Method for the Synthesis of 8-Carbon-Substituted Purine Nucleosides(Organic,Chemical)
• Studies on Heterocyclic Compounds. XXII. The Reaction of Oxazolo [3,2-b] pyridazinium Perchlorates with Hydroxylamines
• 複素環化合物の研究(第21報)Thiazolo[3,2-b]pyridazinium Perchlorateとヒドラジン類との反応
• Synthesis of 2-Substituted 2,6-Dihydro-3-hydroxy-7H-pyrazolo [4,3-d] pyrimidin-7-ones
• A NOVEL AND REGIOSPECIFIC ROUTE TO 5-ACYLURIDINES VIA AN AMIDE α-ANION DERIVED FROM 5,6-DIHYDROURIDINE
• FIRST EXCEPTIONS TO THE"IMBACH RULE"FOR β-D-RIBOFURANOSYL NUCLEOSIDES
• Studies on Heterocyclic Compounds. XX. The Reaction of the Oxazolo [3,2-b] pyridazinium Perchlorates with Hydrazines
• Studies on Heterocyclic Compounds. XIX. The Reaction of the Thiazolo [3,2-b] pyridazinium Perchlorates with Carbanions
• Studies of Heterocyclic Compounds. X. The Reaction of the Thiazolo [3,2-b] pyridazinium Perchlorates with Potassium Cyanide
• Studies of Heterocyclic Compounds. IX. The Synthesis and the Properties of Thiazolo [3,2-b] pyridazin-4-ium Perchlorates
• SYNTHESIS OF NEW FLUORESCENT NUCLEOSIDES, 3-β-D-RIBOFURANOSYLPYRAZOLO [3,2-i__-] PURINE DERIVATIVES AND THEIR CYTOTOXIC ACTIVITIES
• Synthesis of 6-C-Substituted Purine Nucleosides : α-(Aminomethylene)-9-β-D-ribofuranosylpurine-6-acetic Acid Derivatives
• Substituent and Solvent Effects on the Tautomeric Equilibria of N-Substituted α-(Aminomethylene)purine-6-acetonitrile Derivatives
• Synthesis of 6-C-Substituted 9-Tetrahydrofuranylpurine Derivatives
• Interrelation of Methyl Sciadopate with Communic Acid and Daniellic Acid
• Studies of Heterocyclic Compounds. VII. The Reactions of 5,6-Dihydrothiazolo [2,3-b] thiazolium Salts with Carbanions
• Studies of Heterocyclic Compounds. VI. The Reactions of 5,6-Dihydrothiazolo [2,3-b] thiazolium Salts with O-and S-Nucleophiles
• Studies of Heterocyclic Compounds. V. Synthesis of 5,6-Dihydrothiazolo-[2,3-b] thiazolium Salts and Their Reactions with Amines. A New Synthesis of 2-Aminothiazoles
• Synthesis of N-Free 4-Hydroxy-2-thiazoline as an Intermediate in the Hantzsch Thiazole Synthesis
• The Synthesis of 3-Phenyl-4-(β-and-α-D-ribofuranosyl) pyrazole and the Configuration of C-Ribosylethynyl Derivatives
• ヌクレオシドのリチウム化反応から抗HIV-1リード化合物の創製へ
• Synthesis of 6-Aroyluridine from Uridine via Regiospecific Lithiation
• Studies of Heterocyclic Compounds. II. Acetyl Transfer Reactions of 3-Acetoxy-1-acetyl-5-methylpyrazole and the Related Compounds
• Studies of Heterocyclic Compounds. I. Structures of Acetylated Products of 3-Methylpyrazol-5-one

もっと見る 閉じる

スポンサーリンク