ケテンおよびその誘導体の研究(第120報)アセトアセチルアミノ酸誘導体を用いるアセチルジペプチドの合成
スポンサーリンク
概要
- 論文の詳細を見る
Ethyl N-acetoacetylglycinate (1a), which was easily prepared from ethyl glycinate and diketene, was treated with hydrogen azide in concentrated sulfuric acid (Schmidt reaction) to give ethyl N-(N-acetylglycyl) glycinate (2a). Similarly, N-(α-alkylated acetoacetyl) glycinates 1b-f were transformed into the corresponding N-acetyldipeptides 2b-f by the Schmidt reaction. Treatment of optically active N-acetoacetyl-l-3-phenylalanine (3a) and N-acetoacetyl-l-leucine (3b) with hydrogen azide afforded N-(N-acetylglycyl)-3-phenylalanine (4a) and N-(N-acetylglycyl)-leucine (4b), respectively.
- 社団法人日本薬学会の論文
- 1983-10-25
著者
-
榊 潤一
Pharmaceutical Institute Tohoku University
-
千葉 卓男
Pharmaceutical Institute, Tohoku University
-
榊 潤一
東北大学薬学部
-
加藤 鐵三
東北大学薬学部
-
佐々木 誠
東北大学薬学部
-
千葉 卓男
Pharmaceutical Institute Tohoku University
-
加藤 鐵三
Pharmaceutical Institute. Tohoku University
関連論文
- アミノ酸誘導体に関する研究-6-メトキシメチレンメルドラム酸とアミノ酸誘導体との反応
- A Novel Synthesis of β-Ketothioesters
- A Novel Synthetic Method for Tetronic Acids from 1,3-Dioxin-4-ones via Intra- or Intermolecular Ketene Trapping
- Synthesis of 1,3-Dioxin-4-ones and Their Use in Synthesis. XVIII. : Synthesis of Azetidin-2-ones from 1,3-Dioxin-4-ones via 3-Hydroxycarboxamides
- Studies on Amino Acid Derivatives. IX. : Synthesis of Chiral Penam-3-carboxylic Acid and Its Substituted Derivatives
- REDUCTION OF OXIMES OF α-SUBSTITUTED β-KETOESTERS WITH SODIUM CYANOBOROHYDRIDE : STEREOSELECTIVE SYNTHESIS OF 3,4-CIS-SUBSTITUTED AZETIDIN-2-ONES(Communications to the Editor)
- アミノ酸誘導体に関する研究(第3報)アセトアセチルアミノ酸を用いるトリペプチドおよびテトラペプチドの簡易合成
- ケテンおよびその誘導体の研究(第120報)アセトアセチルアミノ酸誘導体を用いるアセチルジペプチドの合成
- Photoaddition of 2-Quinolone and 2-Pyridone Derivatives to Diketene : On the Regioselectivity of the Photoaddition
- Studies on Ketene and Its Derivatives. CXVI. Some Reactions of 3-Oxocyclobuta[c]quinoline-2-spiro-2'-oxetane : [4+2]Cycloaddition via ortho-Azaquinodimethane
- Synthesis of Ethyl 2-Thioxo (and 2-Methylene) thiazoline-4-acetates
- Reaction of Diketene-Acetone Adduct with Enamines, Ketene Acetals, Vinyl Ethers, and β-Diketones
- Reaction of Ethyl 4-Bromoacetoacetate with Carbon Disulfide and Active Methylene Compounds
- Neighboring Group Participation of the N-Oxide Group in the Reaction of Methyl 1-Oxido-2-pyridyl Ketone Oxime with Tosyl Chloride
- Reaction of 4-Haloacetoacetate with Phenols in the Presence of Aluminum Chloride
- Studies on Ketene and Its Derivatives. CVII. Photoreaction of Diketene with 6-Methyluracil
- Studies on Ketene and Its Derivatives. CVI. Photoreaction of Diketene with N-Phenylmaleimide and Dimethyl-N-phenylmaleimide
- Studies on Ketene and Its Derivatives. CII. Reaction of Diketene with Cyanamide Derivatives
- アセトアセトアミド誘導体を用いたBiginelli反応
- ケテンおよびその誘導体の研究(第104報)3-アミノクロトンアミド誘導体とジケテンとの反応
- ケテンおよびその誘導体の研究(第99報)ジケテンとイソキノリンとの反応(補遺)
- Studies on Ketene and Its Derivatives. XCVII. Photoreactions of Diketene with Maleic Anhydride and Dimethylmaleic Anhydride
- Isoquinolinium MethylidesとKetone類との反応
- Studies on Ketene and Its Derivatives. XCVI. Synthesis of Pyrido [2,1-b] benzoazoles
- Reaction of Ethyl Acetoacetate with Isoquinolinium and Pyridinium Ylides
- Synthesis of Methylpyridine Derivatives. XXXII. Reaction of Pyridine, Quinoline, and Isoquinoline with 4-Bromoacetoacetic Acid Derivatives and Synthesis of Indolizine Derivatives
- Reaction of Diazomethane with 2-Acetyl-5,5-diphenyl-2,4-pentadienoic Acid and Related Compounds
- Studies on Ketene and Its Derivatives. LXXXIV. Reaction of Diketene with Tetrazole Derivatives
- Studies on Ketene and Its Derivatives. CXVIII. Nickel- or Palladium-Catalyzed Reaction of Diketene with Organometallics. Synthesis of 3-Substituted 3-Butenoic Acids
- Synthesis of C-Nucleosides via [2+4] Cycloaddition of Ketene Intermediate
- Synthesis of C-Nucleosides by Ring Transformation of 1,3-Oxazine Derivatives
- Studies on Ketene and Its Derivatives. CXXII. Reaction of Haloketenes with 1,3-Diaza-1,3-diene Compounds
- Studies on Ketene and Its Derivatives. CXVII. Reaction of Dichloroketene with Ethyl N-(2-Pyridyl) formimidates
- Studies on Ketene and Its Derivatives. CXII. Reaction of Ketene with Schiff Bases to give α-Unsubstituted β-Lactams
- Studies on Ketene and Its Derivatives. CX. Synthesis of 1,3-Dimethoxyfluoren-9-ones
- Studies on Ketene and Its Derivatives. CIX. Synthesis of naturally Occurring Anthracene-9,10-diones
- Studies on Amino Acid Derivatives. V. Synthesis of Pyridobenzazoles
- A SIMPLE METHOD FOR SYNTHESIZING 7-OXO-4-THIA-1-AZABICYCLO [3. 2. 0]-HEPTANE AND ITS 6-METHYL DERIVATIVES FROM ETHYL CYANOACETATE
- Studies on Amino Acid Derivatives. IV. Synthesis of 3-Amino-2 (1H)-pyridone Derivatives Using 4-Ethoxymethylene-2-phenyl-5-oxazolone
- Photoaddition of 4(3H)-Quinazolinone Derivatives to Olefins : Effects of the 2-Substituent
- Synthesis of Methylpyridine Derivatives. XXVII. Synthesis of 1,3-Disubstituted-4-oxo-quinolizine and 2,4-Disubstituted-1-oxo-benzo [c] quinolizine Derivatives
- Synthesis of β-Ketocarboxamide Derivatives Using 2,2-Dimethyl-2H, 4H-1,3-dioxin-4-ones
- Reaction of 2,2-Dimethyl-1,3-dioxin-4-ones with Imines, Carbodiimides, and Isocyanates
- Reaction of 2,2,6-Trimethyl-1,3-dioxin-4-one with Imines
- Synthesis of 1,3-Dioxin-4-one Derivatives
- NOVEL METHODS FOR INTRODUCING A TWO-CARBON UNIT AT EITHER THE 3- OR 4-POSITION OF THE ISOQUINOLONE RING BY MEANS OF PHOTO[2+2]CYCLOADDITION REACTION
- Studies on Ketene and Its Derivatives. CXIII. Reaction of Dichloroketene with Aromatic Amine N-Oxides
- Reaction of 2,2,6-Trimethyl-1,3-dioxin-4-one with Isoquinolinium and Pyridinium Ylides
- ジケテンのエキソメチレンニ重結合の新しい付加反応
- アセト酢酸アミド誘導体の反応
- メチルピリジン誘導体の合成(第24報) : Methyl Pyridyl Ketone Oximeおよびそれらの1-OxideのBeckmann転位
- Benzoylpyridine OximeおよびそれらのN-OxideのBeckmann転位
- Cycloadditions in Syntheses. LII. Stereochemical Pathways of 1-Isoquinolone-Chloroehylene Photo[2+2]cycloaddition : Determination of Regio- and Stereostructures of the Products and Explanation for Their Formation
- Keteneおよびその誘導体の研究(第29報) : Quinolizine誘導体の合成