Art

J-GLOBAL ID：201002200858506044   Reference number：10A0019697

Synthesis of (S)-Ketamine via [1,3]-Chirality Transfer of a Stereocenter Created by Enantioselective Aldol Reaction

エナンチオ選択的アルドール反応により創造された立体中心の[1,3]キラリティー移動を経る(S)-ケタミンの合成

Author (6)： YOKOYAMA Takeshi (Dep. of Dental Anesthesiology, Fac. of Dental Sci., Kyushu Univ.) ,  YOKOYAMA Reiko (Dep. of Anesthesiology and Critical Care Medicine, Kochi Medical School) ,  NOMURA Satoshi (Dep. of Materials Sci., Fac. of Sci., Kochi Univ.) ,  MATSUMOTO Satoshi (Dep. of Materials Sci., Fac. of Sci., Kochi Univ.) ,  FUJIYAMA Ryoji (Dep. of Materials Sci., Fac. of Sci., Kochi Univ.) ,  KIYOOKA Syun-ichi (Dep. of Materials Sci., Fac. of Sci., Kochi Univ.)
Material： Bulletin of the Chemical Society of Japan  (Bull Chem Soc Jpn)
Volume： 82  Issue： 12  Page： 1528-1532 (J-STAGE)  Publication year： 2009 
JST Material Number： G0450A  ISSN： 0009-2673  CODEN： BCSJA8  Document type： Article
Article type： 原著論文  Country of issue： Japan (JPN)  Language： ENGLISH (EN)

Thesaurus term： asymmetric synthesis ,...

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JST classification (2)： Aromatic monocyclic halogen compounds  (CF05030H) ,  Synthesis of drugs  (GV01030F)

Substance index (4)： (S)-Ketamine ,  (S)-3-[2-(o-Chlorophenyl)-1-cyclohexenyl]-3-hydroxypropanoic acid phenyl ester ,  [(E)-1-(o-Chlorophenyl)-2-[3-(benzyloxy)propylidene]cyclohexane-1β-yl] isocyanate ,  (E)-N-Methyl-1-(o-chlorophenyl)-2-[3-(benzyloxy)propylidene]cyclohexane-1β-amine

Reference (33)：

• 1) a) Ketamine is included as a general anesthetic in the 14th WHO model list of essential medicines. WHO Technical Report Series 942, WHO Expert Committee on Drug Dependence: thirty-fourth report, 2006.
•  b) W. E. Childers, Jr., R. B. Baudy, J. Med. Chem. 2007, 50, 2557.
• 2) C. L. Stevens, U. S. Patent 3254124;
•  C. L. Stevens, Chem. Abstr. 1968, 65, 5414.
• 3) a) C. L. Stevens, A. Thuillier, F. A. Daniher, J. Org. Chem. 1965, 30, 2962.

Terms in the title (5)： アルドール反応 ,  創造 ,  立体中心 ,  キラリティー ,  ケタミン