Brominations of Steroidal Hormone Having α, β-Unsaturated Ketone, 17-O-Acetyltestosterone, in the Presence of Silver Triflate

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概要

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• Bromination of 17-O-acetyltestosterone(17β-acetoxyandrost-4-en-3one)(1)was performed with 1, 5, and 10eq of Br_2 in AcOH-Et_2O at room temperature. In all cases 2α, 6β-(2)and 2α, 6α-dibromo-17β-acetoxyandrost-4-en-3-one(3)were obtained, although the yields were dependent upon the conditions used. Bromination of compound 1 with 10eq Br_2 in the presence of silver trifluoromethanesulfonate(silver triflate, AgOTf)at room temperature for 12h gave 2, 7α-dibromo-(4)and2, 4, 7α-tribromo-17β-acetoxy-3-hydroxy-1-methylestra-1, 3, 5(10)-triene-6-one(5). The formations of the products were inferred on the basis of products obtained under controlled brominations of 1 in the presence of AgOTf, and of those obtained by the brominations of compounds 9-13 also in the presence of AgOTf.

• 公益社団法人日本薬学会の論文
• 2001-01-01

著者

• Saito Setsuo

  Faculty of Pharmaceutical Science,Josai University

• KAWASE Masami

  Faculty of Pharmaceutical Sciences, Josai University

• Kawase M

  Faculty Of Pharmaceutical Sciences Josai University

• Kawase Masami

  Faculty Of Pharmaceutical Sciences Josai University

• KOYANAGI Jyunichi

  Faculty of Pharmaceutical Sciences, Josai University

• Saito S

  Department Of Pharmaceutical Molecular Biology Graduate School Of Pharmaceutical Sciences Tohoku Uni

• Koyanagi J

  Faculty Of Pharmaceutical Sciences Josai University

• Koyanagi Jyunichi

  Faculty Of Pharmaceutical Sciences Josai International University

• SHIMIZU Takanobu

  Faculty of Pharmaceutical Sciences, Josai University

• TOBARI Akihiko

  Faculty of Pharmaceutical Sciences, Josai University

• Tobari Akihiko

  Faculty Of Pharmaceutical Sciences Josai University

• Shimizu Takanobu

  Faculty Of Pharmaceutical Sciences Josai University

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