Synthesis of 11- and 12-Methylestrones via the Thermal Elimination of β-Ketosulfoxides

スポンサーリンク

概要

• 論文の詳細を見る

• The bicyclic enones(3 and 14)and the triketone(17), key intermediates for the synthesis of 11- and 12-methylestrones, were prepared by means of the thermal elimination of the β-ketosulfoxides(1 and 12). By a modification of Smith's estrone synthesis, 3 and 14 were transformed to the corresponding 11-and 12-methylestratetraenes(6 and 26), which yielded 11β-, 11α- and 12β-methylestrones(10,11 and 32b)on selective reduction and demethylation, respectively. The triketone(17)was also converted into 12β-methylestrone(32b)via the selective reduction of 12β-methylestrapentaene(18). 12α- and 12β-Methylestrones(32a and b)were synthesized from 12α-and 12β-carboxyestradiol 3-methyl ethers(28a, b)reported previously.

• 公益社団法人日本薬学会の論文
• 1988-11-25

著者

• 黒澤 隆夫

  Faculty of Pharmaceutical Sciences, Higashi Nippon Gakuen University

• 黒澤 隆夫

  Faculty Of Pharmaceutical Sciences Higashi-nippon-gakuen University

• 藤間 真彦

  Faculty of Pharmaceutical Sciences, Higashi-Nippon-Gakuen University

• 藤間 真彦

  Faculty Of Pharmaceutical Sciences Higashi-nippon-gakuen University

• 黒澤 隆夫

  Faculty Of Pharmaceutical Sciences Health Sciences University Of Hokkaido

関連論文

• Quantitative Determination of Ursodeoxycholic Acid and Its Deuterated Derivative in Human Bile by Gas Chromatography-Mass Fragmentography
• Synthesis of 19-HYdroxylated Bile Acids and Identification of 3α, 7α, 12α, 19-Tetrahydroxy-5β-cholan-24-oic Acid in Human Neonatal Urine
• SYNTHESIS OF 6-HYDROXYLATED BILE ACIDS AND IDENTIFICATION OF 3α, 6α, 7α, 12α-TETRAHYDROXY-5β-CHOLAN-24-OIC ACID IN HUMAN MECONIUM AND NEONATAL URINE
• Synthesis of 11- and 12-Methylestrones via the Thermal Elimination of β-Ketosulfoxides
• Synthesis of the 1β-Hydroxylated Bile Acids, Unusual Bile Acids in Human Biological Fluids
• Synthesis of 12α and 12β-Carboxyestradiol Derivatives via the Thermal Elimination of β-Ketosulfoxide
• Constituents of Convallaria. X. Structures of Convallasaponin-A, -B, and Their Glucosides
• Synthesis of C-2 Catecholic Equilin and Equilenin Derivatives for Use in Metabolic Studies
• Specificity of Antisera Raised against Estradiol 12-Bovine Serum Albumin Conjugates
• Total Synthesis of 12α- and 12β-Carboxylated Estrogens via the Thermal Elimination of β-Ketosulfoxide(Organic,Chemical)

スポンサーリンク