Configurational Effect in N-Alkylation of Diastereomeric 2-Aminocyclohexanol.
スポンサーリンク
概要
- 論文の詳細を見る
The N-alkylation of DL-trans-and DL-cis-2-aminocyclohexanols was effected with alkylating agents in the presence of potassium carbonate. When lower alkylating agents were used, the trans form gave N-dialkyl derivatives, while the cis form gave only N-monoalkyl derivatives. The use of higher alkylating agents led both forms to N-monoalkyl derivatives. The resistance of the cis form to dialkylation in the presence of the lower alkylating agents was presumably due to a hydrogen bond between the hydroxyl and the amino groups in the cis relationship. This assumption may be supported by an analogous phenomenon which was already found in the Schotten-Baumann benzoylation of diasteromeric 2,2'-dihydroxydicyclohexylamine.^<2,15)>
- 公益社団法人日本薬学会の論文
- 1963-02-25
著者
-
田口 胤三
Faculty of Pharmaceutical Sciences, Kyushu University
-
田口 胤三
Institute of Pharmaceutical Sciences, Faculty of Medicine, Kyushu University
-
田口 胤三
Faculty Of Pharmaceutical Sciences Kyushu University
-
吉末 敬郎
Institute of Pharmaceutical Sciences, Faculty of Medicine, Kyushu University
-
案西 司郎
Institute of Pharmaceutical Sciences, Faculty of Medicine, Kyushu University
-
案西 司郎
Institute Of Pharmaceutical Sciences Faculty Of Medicine Kyushu University:(present Address)bridge S
-
吉末 敬郎
Institute Of Pharmaceutical Sciences Faculty Of Medicine Kyushu University:(present Address)sankyo K
関連論文
- Catalytic Rearrangement of O, S-Dialkyl Dithiocarbonates to S, S-Dialkyl Dithiocarbonates. IV. Use of Boron Trifluoride Etherate as Catalyst
- Rearrangement and trans-Elimination contrary to the Chugaev Reaction Rule. XIII. Solvent Effect on Rearrangement Reaction of Allylic Xanthates and a Correction of the Former Report
- Catalytic Rearrangement of Xanthates to Dithiolcarbonates
- Rearrangement and trans-Elimination contrary to the Chugaev Reaction Rule. IX. Thermal Rearrangement of 2-Cycloalkenyl S-Alkyl Xanthate
- Rearrangement and trans-Elimination contrary to the Chugaev Reaction Rule. VIII. Thermal Rearrangement of 2-Alkenyl S-Alkyl Xanthate
- Heteroalicyclic Aminoalkanol. II. Reactions of DL-2-Piperidinemethanol involving the Formation of DL-1-Azabicyclo[4,1,0]heptane
- Heteroalicyclic Aminoalkanol. I. Syntheses of DL-2-Piperidinemethanol and meso-cis-2,6-Piperidinedimethanol and Reactions of Intermediates
- thionamides. I. Synthesis. Demethylation of their N, N-Dimethyl Derivatives by Sulfur.
- Deamination Reaction of Diastereomeric DL-2 (1-Phenylcyclohexyl) cyclohexylamine with Nitrous Acid
- Grignard Reaction and Products. V. Reduction of Ketoximes to Aziridines with Grignard Reagents
- A New Development in the Formation Reaction of Thiazolidines from 2-Aminoalkanethiols and Carbonyl Compounds
- Grignard Reaction and Products. VI. The Reaction of Grignard Reagents with 2-Phenoxy-and 2-Benzyloxy-cyclohexanone Oximes
- Sulfinylamine Chemistry. I. A New Degradation Reaction of α-Amino Acid with N-Sulfinylaniline
- Grignard Reaction and Products. II. A Novel Intramolecular Cyclization in the Grignard Reaction of Alicyclic Ketoxime containing an Aromatic Nucleus
- Grignard Reaction and Products. I. 1,4-Addition of Arylmagnesium Bromide to 2-Alkylidenecyclohexanone and the Oxidative Cleavage therein
- Configurational Effect in N-Alkylation of Diastereomeric 2-Aminocyclohexanol.