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翻訳と辞書　辞書検索 [ 開発暫定版 ] スポンサード リンク Takahashi Taxol total synthesis ： ウィキペディア英語版 Takahashi Taxol total synthesis The Takahashi Taxol total synthesis published by Takashi Takahashi in 2006 is one of several successful methods in taxol total synthesis.〔''A Formal Total Synthesis of Taxol Aided by an Automated Synthesizer'' Takayuki Doi, Shinichiro Fuse, Shigeru Miyamoto, Kazuoki Nakai, Daisuke Sasuga and Takashi Takahashi Chemistry an Asian J.; (Article); 2006; 1(3); 370-383. DOI (Abstract )〕 The method starts from geraniol and differs from the other 6 published methods that it is a formal synthesis (the final product is baccatin III which lacks the amide tail found in taxol itself) and that it is racemic (the product baccatin III is optically inactive). A key feature of the published procedure is that several synthetic steps (construction of rings A, B and C) were performed in an automated synthesizer on a scale up to 300 gram and that purification steps were also automated. == A ring synthesis == Ring A was synthesised starting from geraniol 1 and involved acylation (acetic anhydride, DMAP, Et3N) to 2, epoxidation (N-bromosuccinimide, tBuOH/H2O then triethylamine) to 3, radical cyclisation (titanocene dichloride, manganese, triethylborane, 2,6-lutidine) to 4, alcohol protection (ethyl vinyl ether, camphorsulfonic acid) to 5, alcohol deprotection (NaOH, MeOH/THF/H2O) to alcohol 6, Parikh-Doering oxidation to aldehyde 7, isomerization (DBU) to enone 8, organic reduction (sodium borohydride) to alcohol 9, alcohol protection (TBSCl, Et3N) to TBS ether 10, hydrazone formation (H2NNHTs) to 11 and finally vinyl bromide formation (tBuLi, 1,2-Dibromoethane) in 12. 抄文引用元・出典: フリー百科事典『 ウィキペディア（Wikipedia）』 ■ウィキペディアで「Takahashi Taxol total synthesis」の詳細全文を読む スポンサード リンク 翻訳と辞書 : 翻訳のためのインターネットリソース Copyright(C) kotoba.ne.jp 1997-2016. All Rights Reserved.