One-pot synthesis of new A-ring fused steroidal pyridines

• Published in: Steroids Vol. 72; no. 11; pp. 736 - 739
• Main Authors: Yan, Ji-Zhong, Li, Jian, Rao, Guo-Wu
• Format: Journal Article
• Language: English
• Published: NEW YORK Elsevier Inc 01.10.2007; Elsevier; Elsevier Science
• Subjects: Biochemistry & Molecular Biology; Biological and medical sciences; Chemistry, Organic - methods; Endocrinology & Metabolism; Fundamental and applied biological sciences. Psychology; Fused steroids; Life Sciences & Biomedicine; Molecular Conformation; Pyridines; Pyridines - chemical synthesis; Pyridines - chemistry; Science & Technology; Steroids - chemical synthesis; Steroids - chemistry; Synthesis; Vertebrates: endocrinology; X-ray; Pyridines; Synthesis; X-ray; Fused steroids; synthesis; fused steroids; pyridines; PYRAZOLES; HETEROCYCLES; CARBONYL-COMPOUNDS; Steroid; Biosynthesis; X ray
• ISSN: 0039-128X; 1878-5867
• DOI: 10.1016/j.steroids.2007.06.002

The preparation of pyridine rings fused to the 3,4-positions of the steroid nucleus is herein described. These new pyridine derivatives were prepared in good yields by the reaction of propargylamine with 17β-hydroxyandrost-4-en-3-one, 17α-methyl-17β-hydroxyandrost-4-en-3-one, 17β-hydroxyestr-4-en-3-one catalyzed by Cu(II). The structure of 17β-hydroxy-5-ene-androst-3-eno[3,4-b]pyridine was determined by X-ray analysis.