A Novel Synthesis of 2,3-Dimethoxy-5-methyl-p-benzoquinone
スポンサーリンク
概要
- 論文の詳細を見る
2,3-Dimethoxy-5-methyl-p-benzoquinone (3), an important intermediate in the synthesis of ubiquinones (1), was synthesized from 3,4,5-trimethoxysalicylic acid (6) or 2,3,4-trimethoxybenzaldehyde (9). 6 was reduced via the ethoxycarbonyl derivative (7) to 6-methyl-2,3,4-trimethoxyphenol (8) with sodium borohydride, and then 8 was oxidized to 3 in high yield with ferric chloride. On the other hand, 2,3,4-trimethoxyphenol (10) was obtained from 9 by the Baeyer-Villiger reaction or treatment with hydrogen peroxide under acidic or basic conditions, and then converted into 8 by reductive methylation. Sodium borohydride reduction of the Mannich base (11) of 10 also gave 8.
- 公益社団法人日本薬学会の論文
- 1980-05-25
著者
-
南 法夫
Eisai Tsukuba Research Laboratories
-
南 法夫
Research Laboratories Eisai Co. Ltd.
-
貴島 静正
Research Laboratories, Eisai Co., Ltd.
-
貴島 静正
Research Laboratories Eisai Co. Ltd.
-
南 法夫
Research Division, Teikoku Hormone Manufacturing Co., Ltd.,
関連論文
- Synthesis and Antiarrhythmic Activity of 2,2-Dialkyl-1'-(N-substituted aminoalkyl)-spiro-[chroman-4,4'-imidazolidine]-2', 5'-diones
- The Reaction of α, β-Unsaturated Ketones with Azides. III.
- Synthesis and Cardiovascular Activity of Phenylalkylamine Derivatives. I. Potential Specific Bradycardic Agents
- Studies on the Stability of Δ^2 and Δ^3 Cephem Esters. I. Marked Difference in Stability between Δ^2 and Δ^3 Cephem Prodrug Esters and Application to the Preparation of Key Intermediates for Oral Cephem Synthesis
- Studies on the Stability of Δ^2 and Δ^3 Cephem Esters. II.Comparative Stability Studies of Δ^2 and Δ^3 Cephems at Various pHs and the Degradation Process of Δ^2 Caphem Esters
- Synthesis of a Novel Dual Inhibitor of Thromboxane A_2 Synthetase and 5-Lipoxygenase (E3040) via the Direct Coupling Reaction of Hydroquinone with 3-Pyridinecarboealdehyde
- A Novel Synthesis of 2,3-Dimethoxy-5-methyl-p-benzoquinone
- Reduction of o-Acylphenols through Ethyl o-Acylphenylcarbonates to o-Alkylphenols with Sodium Borohydride
- Reduction of o-Hydroxyaromatic Carboxylic Acids through Ethoxycarbonyl-Derivatives with Sodium Borohydride