Reduction of Mixed Carboxylic-Diphenylphosphoric Anhydrides with Sodium Borohydride

スポンサーリンク

概要

• 論文の詳細を見る

• Mixed carboxylic-diphenylphosphoric anhydrides, prepared from carboxylic acid and diphenyl phosphorochloridate in the presence of triethylamine, were reduced with excess sodium borohydride to yield the corresponding primary alcohols in fair yield. It was possible to reduce carboxyl group selectively without affecting nitro, ester, amide, and conjugated double bond. It was observed that the considerable racemization occurred in the present reaction with N-benzoyl-phenylalanine.

• 公益社団法人日本薬学会の論文
• 1973-02-25

著者

• 小泉 徹

  富山医科薬科大学薬学部薬化学

• 小泉 徹

  Faculty Of Pharmaceutical Sciences Toyama Medical And Pharmaceutical University

• Koizumi T

  Faculty Of Pharmaceutical Sciences Toyama Medical And Pharmaceutical University

• 吉井 英一

  Faculty Of Pharmaceutical Sciences Toyama Medical And Pharmaceutical University

• 山本 則夫

  Faculty of Pharmaceutical Sciences, University of Toyama

• 山本 則夫

  Faculty Of Pharmaceutical Sciences University Of Toyama

• Koizumi Toru

  Faculty Of Pharmaceutical Sciences Toyama Medical And Pharmaceutical University

関連論文

• DESENSITIZING NEUROMUSCULAR BLOCKADE BY p-PHENYLENE-POLYMETHYLENE BIS-AMMONIUM COMPOUNDS DEVELOPED FROM SUCCINYLCHOLINE
• The Structure-Activity Relationship between Phenylene-polymethylene Bis-ammonium Derivatives and Their Neuromuscular Blocking Action on Mouse Phrenic Nerve-Diaphragm Muscle
• 光学活性カルコゲヌランの合成,反応とその立体化学
• 光学活性カルコゲン化合物の化学
• Chemistry of Novel Compounds Possessing Multifunctional Carbon Atoms. X. Synthetic Studies of Efficient and Practical Chiral Derivatizing Agents Based on the α-Cyano-α-fluorophenylacetic Acid Structure
• 日本薬学会学術賞受賞吉井英一氏の業績
• Synthetic Studies for Novel Structure of α-Nitrogenously Functionalized α-Fluorocarboxylic Acids. II. Synthesis and Some Reactions of α-Fluoro-α-nitrocarboxylic Ester and Carboxamide Derivatives
• Chemistry of Novel Compounds with Multifunctional Carbon Structure. VI. : Synthetic Studies and ^F-Nuclear Magnetic Resonance Investigation of Novel α, α-Disubstituted Fluoroacetates
• A NEW SYNTHETIC ROUTE TO METHYL (-)-SHIKIMATE BY ASYMMETRIC DIELS-ALDER REACTION OF (S__-)_S-3-(2-PYRIDYLSULFINYL)ACRYLATE
• PREPARATION OPTICALLY ACTIVE α, β-UNSATURATED PHOSPHONATES AND SULFOXIDES FROM PHENYLSULFENYLMETHANEPHOSPHONATES
• CHIRAL PHENYLSULFENYLMETHANEPHOSPHONIC ESTERS, THEIR PREPARATIONS AND ABSOLUTE CONFIGURATIONS
• Intramolecular Diels-Alder Reaction of Undeca-2,8,10-trienoate
• リン酸エステル類の加溶媒分解反応 : リン酸基転移反応の立体化学
• Optically Active Alkyl Phenyl Phosphoramidates : Preparation and Stereochemistry of Acid-catalyzed Alcoholysis
• 8,13-Diazagona-1,3,5 (10)-triene-12-ones, Synthesis and Stereochemistry
• N-モノ置換Diphenylphosphinamide類のアルキル化反応
• Studies on the Synthesis of Cardiotonic Steroids. III. New and Effective Route to Bufadienolides
• Selective Reduction of Conjugated Enones and Dienones with Trialkylsilane and Titanium Tetrachloride
• Studies on the Synthesis of Cardiotonic Steroids. II. Synthesis of 17β-(3-Furyl)-5β, 14β-androstane-3β, 14β-diol
• α-Chlorinative Homologation of α, β-Unsaturated Esters
• Acid-Catalyzed Methanolysis of optically Active N-Cyclohexyl Methylphenyl-phosphinamide : A Stereochemical Evidence for A-2 Mechanism
• Studies on the Synthesis of Cardiotonic Steroids. I. Efficient Synthesis of Cardenolides
• SUCCESSFUL ASYMMETRIC DIELS-ALDER APPROACH TO OPTICALLY ACTIVE C-NUCLEOSIDES. ENANTIOSELECTIVE TOTAL SYNTHESIS OF D-SHOWDOMYCIN AND D-2,5-ANHYDROALLOSE DERIVATIVES(Communications to the Editor)
• β-ラクタム類の加水素分解を利用した重水素標識ホモキラルペプチド類の合成
• Quantitative Estimation of Auxins and Antiauxin in Etiolated Seedlings of Phaseolus Bean by Gas Chromatography and Colorimetry. I
• Studies on Mesoionic Compounds. XIV. Synthesis of Mesoionic 1,3-Thiazolium-4-thiolates
• Studies on the Constituents of Isodon trichocarpus KUDO. II. The Structures of Enmenin, Enmelol, and Ememodin
• Studies on the Constituents of Isodon trichocarpus KUDO. I. Isolation of the Constituents and the Structures of Isodonol, Enmedol, and Enmenol
• STEREOCONTROL IN INTERMOLECULAR NUCLEOPHILIC ADDITION TO N-ACYLIMINIUM ION DIRECTED BY A BICYCLO[2.2.1]HEPTENE OR 7-OXABICYCLO[2.2.1]HEPTENE GROUP. A NOVEL ROUTE TO 5-SUBSTITUTED 3-PYRROLIN-2-ONES OF HIGH OPTICAL PURITY
• 21 ビシクロ[2.2.1]ヘプタン縮環系の立体制御による高選択的アシルイミノ付加反応 : アルカロイドのキラル合成への応用(ポスター発表の部)
• Highly Asymmetric Diels-Alder Cycloaddition of Menthyl (Z)-(S)_S-3-(2-Pyridylsulfinyl)propenoate with Cyclohexa-1,3-diene
• Enantioselective Fluorination of Organic Molecules. I. Synthetic Studies of the Agents for Electrophilic, Enantioselective Fluorination of Carbanions
• Introduction of a 3-Alkoxycarbonyl-2-propenyl Group at the ortho Position of Phenol and Naphthol via α-Aryloxy-γ-butyrolactone. Application to Syntheses of (±)-Nanaomycin A and a 1-Anthracenone
• Syntheses of 5,6-Benzo- and 5,6-Naphtho-(1R, 3R, 4S, 8R)-4,8-dihydroxy-3-methyl-2-oxabicyclo [2.2.2] oct-5-ene Derivatives
• Synthesis and Optical Resolution of 4,6-Dideoxy-3,5-O-isopropylidene-2-O-(methoxymethyl)-DL-glucitol
• SYNTHESIS OF THE B/C-RING SYSTEM OF TETRONASIN (ICI-139603)
• SYNTHESIS OF THE POLYETHER FRAGMENT A/B-RING SYSTEM OF TETRONOMYCIN
• SYNTHESES OF THE TETRAHYDROFURAN SUBUNITS OF TETRONASIN AND TETRONOMYCIN
• AN EFFICIENT 3(C)-ACYLATION OF TETRAMIC ACIDS INVOLVING ACYL MIGRATION OF 4(O)-ACYLATES(Communications to the Editor)
• AN EFFICIENT METHOD FOR 3(C)-ACYLATION OF TETRONIC ACIDS(Communications to the Editor)
• Cyanophthalide Annulation with 4-(5-Alkoxy-2-furyl)-3-buten-2-one. Application to the Synthesis of a (Naphtho)pyrano-γ-lactone
• Chemical Structural Requirement in Gingerol Derivatives for Potentiation of Prostaglandin F_-Induced Contraction in Isolated Mesenteric Veins of Mice
• 71 (±)-24-O-Methylchlorothricolideの合成(ポスター発表の部)
• The Reaction of Enamines derived from Cyclic Ketones with Methyl Tetrolate. A New Synthesis of rac-Muscone
• Synthesis of Purpnigenin
• 米国産NTU頁岩油成分の研究(第10報)コロラド産頁岩油の軽油留分より(+)-Drim-8-eneの検出
• 2-Phenoxy-benzoxazaphosphole-2-oxide, a Novel Phosphorylating Agent of Alcohols
• Facile Preparation of Pregn-14-ene-20,21-diones
• Hydrosilation of α, β-Unsaturated Esters
• A Convenient Method for the Preparation of Alkyl Phenyl Phosphates
• Reduction of Mixed Carboxylic-Diphenylphosphoric Anhydrides with Sodium Borohydride
• The Reaction of o-Phenylenediamine with Phenyl Phosphorodichloridate. Synthesis and Reactions of 2-Phenoxy-1,3-dihydro-2H-1,3,2-benzodiazaphosphole-2-oxide and Related Compounds
• Pregn-14-en-20-ones : Facile Preparation and 14β-Hydroxylation
• Synthesis of Xysmalogenin
• Synthesis of 4-Hydroxy-2-cyclopentenone Derivatives by [3+2] Annulation of β-Heteroatom-Substituted Acryloylsilanes and Lithium Enolate of Methyl Ketones
• 72 Tetronolideの合成研究
• TRIETHYLSILYLATION OF HYDROXYL GROUPS WITH A KETENE TRIETHYLSILYL ACETAL 2-METHYL-1-TRIETHYLSILYLOXY-1-METHOXYPROPENE
• Syntheses of Methyl α-and β-DL-Tetronitrosides (or Kijanosides)
• ラクトン環を有する生物活性天然物の合成.強心性ステロイド, ナフトキノン系抗生物質, 及びテトロン酸系イオノフォア抗生物質
• テトロン酸系生物活性天然物の合成
• 日本薬学会教育賞受賞 山崎高應先生の業績
• ピラノ・ナフトキノン系抗生物質の合成研究
• Studies on Plant Growth Regulators. III. Isolation of Indole-3-acetonitrile and Methyl Indole-3-acetate from the Neutral Fraction of the Moyashi Extract
• Studies on Plant Growth Regulators. II. Isolation of Indole-3-acetic Acid, Phenylacetic Acid, and Several Plant Growth Inhibitors from Etiolated Seedlings of Phaseolus
• Studies on Plant Growth Regulators. I., Isolation of Indole-3-acetamide, 2-Phenylacetamide, and Indole-3-carboxaldehyde from Etiolated Seedlings of Phaseolus
• 動物性生薬の品質評価に関する研究(第2報)ジャコウの品質評価に関する研究
• Preparation of Cu(I)Complexes with N-Bonded or O-Bonded p-Cyanophenoxido Ligand and Their Structures in Solid State in Solution
• Si-H and Si-C Bond Activation of a Triorganosilane Promoted by[RhCl{P(i-Pr)_3}_2]. Synthesis and Structure of a Dinuclear Rh(IV) Complex with μ-Silylene Ligands
• Synthesis and Characterization of Novel Phosphido-Bridged Bimetallic Complexes of Molybdenum and Tungsten
• ピラノ・ナフトキノン系抗生物質の合成
• PB170 A NEW SYNTHETIC ROUTE TO SHIKIMATE AND EPI-SHIKIMATE BY ASYMMETRIC DIELS-ALDER REACTION OF (S__-) s-3-(2-PYRIDYLSULFINYL) ACRYLATE
• The First Example of Enantioselective Protonation of Prochiral Enolates with Chiral γ-Hydroxyselenoxides
• ジキナンおよびトリキナン型セスキテルペンの合成
• 懇親会は総会前日に役員等で, ミキサーは予約参加を(年会懇親会のあり方)
• Study on the Components of Musk. I. Ether Soluble Components
• 光学活性N-〔エトキシ(フェニルチオメチル)ホスフィニル〕-L-ブロリンエチルエステルを用いる各種光学活性ホスホニル化合物の合成 (ヘテロ原子の有機化学) -- (5族元素(窒素,リン,アンチモン))
• キラルスルホキシドを用いる有機合成
• アミノ酸を不斉源とする光学活性リン化合物の合成(化学の窓)

もっと見る 閉じる

スポンサーリンク