Brominations of Steroidal Hormone Having α,β-Unsaturated Ketone, 17-ο-Acetyltestoserone, in the Presence of Silver Triflate
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- SHIMIZU Takanobu
- Faculty of Pharmaceutical Sciences, Josai University
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- TOBARI Akihiko
- Faculty of Pharmaceutical Sciences, Josai University
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- KOYANAGI Jyunichi
- Faculty of Pharmaceutical Sciences, Josai University
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- KAWASE Masami
- Faculty of Pharmaceutical Sciences, Josai University
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- SAITO Setsuo
- Faculty of Pharmaceutical Sciences, Josai University
書誌事項
- タイトル別名
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- Brominations of Steroidal Hormone Having .ALPHA.,.BETA.-Unsaturated Ketone, 17-O-Acetyltestosterone, in the Presence of Silver Triflate.
- Brominations of Steroidal Hormone Having アルファ ベータ Unsaturated Ketone 17 オミクロン Acetyltestoserone in the Presence of Silver Triflate
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抄録
Bromination of 17-O-acetyltestosterone (17β-acetoxyandrost-4-en-3-one) (1) was performed with 1, 5, and 10 eq of Br2 in AcOH-Et2O 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 10 eq of Br2 in the presence of silver trifluoromethanesulfonate (silver triflate, AgOTf) at room temperature for 12 h gave 2, 7α-dibromo- (4) and 2, 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.
収録刊行物
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- CHEMICAL & PHARMACEUTICAL BULLETIN
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CHEMICAL & PHARMACEUTICAL BULLETIN 49 (1), 23-28, 2001
公益社団法人 日本薬学会
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詳細情報 詳細情報について
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- CRID
- 1390001204158188416
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- NII論文ID
- 110003615747
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- NII書誌ID
- AA00602100
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- COI
- 1:CAS:528:DC%2BD3MXkvVamsA%3D%3D
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- ISSN
- 13475223
- 00092363
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- NDL書誌ID
- 5622346
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- PubMed
- 11201220
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- 本文言語コード
- en
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- データソース種別
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- JaLC
- NDL
- Crossref
- PubMed
- CiNii Articles
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- 抄録ライセンスフラグ
- 使用不可