The Reaction of 6-Phenylthiouridine with Sulfur Nucleophiles : A Simple and Regiospecific Preparation of 6-Alkylthiouridines and 6-Alkylthiouridylic Acids

スポンサーリンク

概要

• 論文の詳細を見る

• 6-Alkylthiouridines and 6-alkylthiouridylic acids were synthesized from the corresponding 6-phenylthiouridine derivatives via a regiospecific nucleophilic reaction.

• 公益社団法人日本薬学会の論文
• 1983-04-25

著者

• 宮坂 貞

  School of Pharmaceutical Sciences, Showa University

• 上田 亨

  Faculty of Pharmaceutical Science, Hokkaido University

• 松田 彰

  Faculty Of Pharmaceutical Sciences Hokkaido University

• 宮坂 貞

  昭和大学大学院薬学研究科医療薬学専攻

• 宮坂 貞

  School Of Pharmaceutical Sciences Showa University

• 上田 亨

  北海道大学薬学部

関連論文

• Synthesis of 5-Carbon-Substituted 1-β-D-Ribofuranosylimidazole-4-carboxamides via Lithiation of a Primary Carboxamide(Organic,Chemical)
• Studies on Antitumor Agents. IX. : Synthesis of 3'-O-Benzyl-2'-deoxy-5-trifluoromethyluridine
• Studies on Antitumor Agents. IX. : Synthesis of 3'-O-Benzyl-2'-deoxy-5-trifluoromethyluridine
• Studies on Antitumor Agents. IX. : Synthesis of 3'-O-Benzyl-2'-deoxy-5-trifluoromethyluridine
• PHOSPHOLIPASE D-CATALYZED TRANS-ALKYLPHOSPHORYLATION : A FACILE ONE-STEP SYNTHESIS OF NUCLEOSIDE 5'-ALKYLPHOSPHATES
• Synthesis of Bredinin from 1-β-D-Ribofuranosyl-5-aminoimidazole-4-carboxamide by a Photo-Reaction
• Synthesis of 6,2'-Methano-cyclouridine, a Uridine Fixed in High-Anti Conformation (Nucleosides and Nucleotides. LX)
• Studies on Antitumor Agents. IX. : Synthesis of 3'-O-Benzyl-2'-deoxy-5-trifluoromethyluridine
• Nucleosides and Nucleotides. CXIX. Inhibition of DNA-Cytosine Methylase Hha I by a Self-Complementary Oligonucleotide Containing 5-Fluorocytosine
• Studies on Antitumor Agents. IX. : Synthesis of 3'-O-Benzyl-2'-deoxy-5-trifluoromethyluridine
• Pyrimidine S- and N-Cyclonucleosides. Synthesis of 6,2'(and 5')-S- and N-Cyclouridines (Nucleosides and Nucleotides. XXXII)
• Nucleosides and Nucleotides. IX. Synthesis of Sulfur-bridged Cyclonucleosides : (S)-2,2'-, 2,3'-, and 2,5'-Cyclo-2-thiouridines
• Synthesis of Sulfur-Bridged Uracil Anhydronucleosides
• 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)
• Chemical Modification of Antitumor Alkaloids, 20(S)-Camptothecin and 7-Ethylcamptothecin : Reaction of the E-Lactone Ring Portion with Hydrazine Hydrate
• Synthesis and Antitumor Activity of 20(S)-Camptothecin Derivatives : Carbamate-Linked, Water-Soluble Derivaties of 7-Ethyl-10-hydroxycamptothecin
• Diethylaminosulfur Trilfluoride (DAST) as a Fluorinating Agent of Pyrimidine Nucleosides Having a 2', 3'-Vicinal Diol System
• Reaction of 5-Bromouridine Derivatives with Dimethyl Malonate Carbanion. A Novel Entry to the Synthesis of Uridine-5-acetic Acids
• Synthesis of 2'-Deoxy-6,2'-methano-cyclouridine (Nucleosides and Nucleotides. LIX)
• Nucleosides and Nucleotides. LIV. Synthesis of 6,6'-Cyclo-5', 6'-dideoxyhexofuranosyluracils via Radical Cyclization of a 6-Cyanouridine
• Introduction of Carbon Substituents into Pyrimidine and Purine Nucleosides by Sulfur Extrusion (Nucleosides and Nucleotides. XXX)
• Synthesis of 6,5'-S- and 6,5'-N-Cyclouridines (Nucleosides and Nucleotides. XXII)
• Synthesis of 6-Cyano- and 5-Cyano-uridines and Their Derivatives (Nucleosides and Nucleotides. XXI)
• Synthesis of 6-Cyanocytidine and Its Derivatives (Nucleosides and Nucleotides. XX
• Nucleosides and Nucleotides. XIV. Synthesis of 6-Alkylthiouridines and Uridine-6-sulfonic Acid
• Synthesis of Orotidine from Uridine
• THE DESIGN, SYNTHESIS AND ANTILEUKEMIC ACTIVITY OF 5-ALKYNYL-1-β-D-RIBOFURANOSYLIMIDAZOLE-4-CARBOXAMIDES
• Substrate Specificity of a Thymidine Phosphorylase in Human Liver Tumor
• Alternative Synthesis of 2'-Deoxy-6,2'-methano-pyrimidine Nucleosides : Nucleosides and Nucleotides. XC
• Synthesis of 6,6'-Cyclo-5', 6'-dideoxy-1-(β-D-allofuranosyl)cytosine and Related Nucleosides : Nucleosides and Nucleotides.LXXXVIII)
• Synthesis of 6,3'-Methanocytidine, 6,3'-Methanouridine, and Their 2'-Deoxyribonucleosides (Nucleosides and Nucleotides. LXXVII)
• Preparation and Characterization of Monoclonal Antibodies Specific for Ribonuclese Inhibitor from Rat Liver
• Purification of Chicken Liver Ribonucleases by Affinity Chromatography with UMP-Sepharose (Nucleosides and Nucleotides. LII)
• Alkyl Addition Reaction of Pyrimidine 2'-Ketonucleosides : Synthesis of 2'-Branched-Chain Sugar Pyrimidine Nucleosides : Nucleosides and Nucleotides. LXXXI^1
• 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
• Molecular Conformations of Carbon-Bridged Cyclodeoxyadenosines in the Solid State and in Solution.2'-Deoxy-8,2'-methanoadenosine and 2'-Deoxy-8,2'-ethanoadenosine
• Nucleosides and Nucleotides. XLIII. : On the Stereoselectivity of Alkyl Addition Reaction of Pyrimidine 2'-Ketonucleosides
• Crystal and Molecular Structures of Carbon-Bridged Pyrimidine Cyclonucleosides. Substrate Analogs of Ribonuclease A
• A NEW METHOD FOR SYNTHESIZING THE ANTINEOPLASTIC NUCLEOSIDES 1-(2-AZIDO-2-DEOXY-β-D-ARABINOFURANOSYL)CYTOSINE (CYTARAZID) AND 1-(2-AMINO-2-DEOXY-β-D-ARABINOFURANOSYL)CYTOSINE (CYTARAMIN) FROM URIDINE
• Synthesis and Optical Properties of 2'-Deoxy-8,2'-methanoguanosine
• A Facile Enzymatic Synthesis of 5'-(3-sn-Phosphatidyl)nucleosides and Their Antileukemic Activities
• Synthesis of 6,5'-Cyclo-5'-deoxy-5'(R and S)-(2-hydroxyethyl)-uridmes (Nucleosides and Nucleotides. LXXIII)(Organic,Chemical)
• Synthesis of 6,5'-Cyclo-2',5'-dideoxypyrimidine Nucleosides : Nucleosides and Nucleotides. LXXII(Organic,Chemical)
• 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
• Potential Antimetabolites. IV. Synthesis of 2,6-Bis-alkylthiopurine Ribosides and their Selective Substitution by Nucleophilic Reagents.
• Synthesis of Guanosine 5'-Diphosphate.
• Debenzylation Reaction of Benzylphosphoric Acid Esters
• 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
• 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
• Nucleosides and Nucleotides. XXXXV. Facile Deoxygenation of Neplanocin A and Nucleosides by the Use of Tri-n-butyltin Hydride
• Synthesis of 2'-Substituted Derivatives of Neplanocin A (Nucleosides and Nucleotides. XLIV)
• Synthesis of 2'(R)-Substituted Neplanocin A's (Nucleosides and Nucleotides. XXXVII)
• Synthesis and Optical Properties of 2,3-Dideoxy-D-erythro-hex-2-enopyranosyl Nucleosides (Nucleosides and Nucleotides. LXII)
• Degradation of Nucleic Acids with Ozone. IV. Specific Internucleotidic Bond-Cleavage of Ozone-Treated Transfer Ribonucleic Acids with Aniline-acetate
• Degradation of Nucleic Acids with Ozone. III. Mode of Ozone-Degradation of Mouse Proline Transfer Ribonucleic Acid (tRNA) and Isoleucine tRNA
• Degradation of Nucleic Acids with Ozone. I. Degradation of Nucleobases, Ribonucleosides and Ribonucleoside-5'-monophosphates
• 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
• Preparation of ^S-Labeled Ribonucleic Acid and Deoxyribonucleic Acid and Their Use for the Assay of Nucleolytic Enzymes (Nucleosides and Nucleotides. XXXIX)
• Modification of Cytosine Moieties of Nucleic Acids with Hydrogen Sulfide (Nucleosides and Nucleotides. XXXIV)
• Synthesis of 6-Thioguanine and 2,6-Diaminopurine Nucleosides and Nucleotides from Adenine Counterparts via a Facile Rearrangement in the Base Portion (Nucleosides and Nucleotides. XIX)
• Nucleosides and Nucleotides. XIII. Synthesis of Thiopurine Nucleosides from Adenosine and Guanosine Derivatives by the Sulfhydrolysis
• Chemical Conversion of Adenosine to Guanosine (Nucleosides and Nucleotides. XI)
• Nucleosides and Nucleotides. X. Synthesis of 4-Thiouracil Nucleosides and Nucleotides by the Solvolysis of Cytidine and Its Phosphates with Hydrogen Sulfide
• Nucleosides and Nucleotides. VIII. Formation of Spongocytidylyladenosine in the Synthesis of Cytidylyladenosine from Cytidine 2', 3'-Cyclic Phosphate and Adenosine
• Reaction of 6-Methylsulfonylpurine Riboside with Carbon Nucleophiles and the Synthesis of 6-Alkylpurine Nucleosides (Nucleosides and Nucleotides. XXIX)
• The Synthesis of 3-Phenyl-4-(β-and-α-D-ribofuranosyl) pyrazole and the Configuration of C-Ribosylethynyl Derivatives
• Synthesis of 2,4-Dithiouridine and 2-Thiocytidine
• Synthesis of 6-Aroyluridine from Uridine via Regiospecific Lithiation
• A Convenient Synthesis of Ribonucleoside 2', 3', -Cyclic Phosphates from Ribonucleosides and Ribonucleotides
• Interactions between Synthetic Nucleotide Analogs and Snake Venom 5'-Nucleotidase
• A New and Convenient Synthesis of 1-O-Acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose from Guanosine ; Some Observations on Solvolysis of 2', 3', 5'-Tri-O-benzoylguanosine
• Chemical Synthesis of Guanosine Diphosphate Mannose (GDPM)
• Synthesis of 8,2'-Methanoguanosine and 9-(α-D-Arabinofuranosyl)-8,2'-methanoguanine (Nucleosides and Nucleotides. LXVII.)

もっと見る 閉じる

スポンサーリンク