专利号:US-6376676-B1 优先权日:1993-06-30 标题 :Intermediates in the synthesis of (±)-camptothecin and related compounds and synthesis thereof 发明人:CURRAN DENNIS P; LIU HUI 权利人:UNIV PITTSBURGH 摘要:The present invention provides a short, convergent total synthesis of novel intermediates in the synthesis of (±)-camptothecin and related compounds. The present synthesis scheme includes a novel 4+1 radical annulation followed by another cyclization to simultaneously assemble rings B and C of the camptothecin compound. The present invention also provides novel chemical intermediates for such 4+1 radical annulations.
专利号:US-6252079-B1 优先权日:1993-06-30 标 题 :Intermediates in the synthesis of camptothecin and related compounds and synthesis thereof 发明人:CURRAN DENNIS P; BOM DAVID 权利人:UNIV PITTSBURGH 摘要:The present invention provides a short, convergent total synthesis of irinotecan and derivative compounds which comprises of a novel 4+1 radical annulation wherein the precursoris reacted with an aryl isonitrile having the formulawherein X is Br or I, and R4 is an alkyl group, an allyl group, a propargyl group or a benzyl group, and R16 is H, a C1-C6 alkoxy group, agroup wherein p is an integer between 4 and 12, or a C1-C12 acyclic dialkylamino group. The present invention also provides novel chemical intermediates for such 4+1 radical annulations.
专利号:US-6982333-B2 优先权日:1993-06-30 标 题:Intermediates in the synthesis of camptothecin and related compounds and synthesis thereof 发明人:CURRAN DENNIS P; JOSIEN HUBERT; KO SUNG BO 权利人:UNIV PITTSBURGH 摘要:The present invention provides a short, convergent total synthesis of camptothecin and related compounds which consists of a novel 4+1 radical annulation. The present invention also provides novel chemical intermediates for such 4+1 radical annulations.
专利号:US-5212317-A 优先权日:1990-12-20 标 题:Methods and intermediates for the assymmetric synthesis of camptothecin and camptothecin analogs 发明人:COMINS DANIEL L; BAEVSKY MATTHEW F 权利人:UNIV NORTH CAROLINA STATE 摘要:Processes for making compounds of Formulae XIV, XV, and XVII ##STR1## wherein R 6 is lower alkyl, R 7 is lower alkyl, R is lower alkyl, Y is H, F or Cl, R 8 is a moiety of Formula XVIII ##STR2## wherein n is 1, 2, or 3, R 11 is C 1 -C 4 alkyl and R 12 is the same as R 11 , or R 11 and R 12 together form cyclopentane or cyclohexane, and R 13 is: n (a) phenyl substituted 1 to 5 times with C 3 -C 7 secondary alkyl or C 4 -C 7 tertiary alkyl, or n (b) selected from the group consisting of naphthyl, anthryl, and phenanthryl optionally substituted 1 to 5 times with C 3 -C 7 secondary alkyl or C 4 -C 7 tertiary alkyl groups, n R 10 is C 6 -C 10 alkyl, aryl or alkyl aryl, n and Y is H, F or Cl, n are disclosed. These processes can be used to make optically enhanced and optically pure forms of the compounds, which are useful in the making of camptothecin and analogs thereof.
专利号:US-5258516-A 优先权日:1990-12-20 标题 :Optically pure D,E ring intermediates useful for the synthesis of camptothecin and camptothecin analogs 发明人:COMINS DANIEL L; BAEVSKY MATTHEW F 权利人:NC STATE UNIVERSITY 摘要:Processes for making compounds of Formulae XIV, XV, and XVII ##STR1## wherein R 6 is lower alkyl, R 7 is lower alkyl, R is lower alkyl, Y is H, F or Cl, R 8 is a compound of Formula XVIII ##STR2## wherein n is 1, 2, or 3, R 11 is C 1 -C 4 alkyl and R 12 is the same as R 11 , or R 11 and R 12 together form cyclopentane or cyclohexane, and R 13 is: n (a) phenyl substituted 1 to 5 times with C 3 -C 7 secondary alkyl or C 4 -C 7 ; tertiary alkyl, or n (b) selected from the group consisting of naphthyl, anthryl, and phenanthryl optionally substituted 1 to 5 times with C 3 -C 7 secondary alkyl or C 4 -C 7 tertiary alkyl groups, n R 10 is C 6 -C 10 alkyl, aryl or alkyl aryl, n and Y is H, F or Cl, n are disclosed. These processes can be used to make optically enhanced and optically pure forms of the compounds, which are useful in the making of camptothecin and analogs thereof.
专利号:US-5254690-A 优先权日:1990-12-20 标 题 :Alkoxymethylpyridine d-ring intermediates useful for the synthesis of camptpthecin and camptothecin analogs 发明人:COMINS DANIEL L; BAEVSKY MATTHEW F 权利人:UNIV NORTH CAROLINA STATE 摘要:Compounds of Formula I ##STR1## are made in accordance with the following scheme: ##STR2## wherein R may be loweralkyl; R 1 may be H, loweralkyl, loweralkoxy, or halo; R 2 , R 3 , R 4 , and R 5 may each independently be H, amino, hydroxy, loweralkyl, loweralkoxy, loweralkylthio, di(loweralkyl)amino, cyano, methylenedioxy, formyl, nitro, halo, trifluoromethyl, aminomethyl, azido, amido, hydrazino, or any of the twenty standard amino acids bonded to the A ring via the amino-nitrogen atom; Y is H and W and X are halogen. Also disclosed are novel processes for making starting materials for the scheme given above, and novel intermediates employed in these processes.
参考标题:Synthesis Of α-Carbolines Starting From 2,3-Dichloropyridines And Substituted Anilines 作者:Steven Hostyn,Gitte Van Baelen,Guy L. F. Lemière,Bert U. W. Maes |发布日期:2008.11.3 摘要:9H-α-Carbolines Have Been Prepared Via Consecutive Intermolecular Buchwald-Hartwig Reaction And Pd-Catalyzed Intramolecular Direct Arylation From Commercially Available 2,3-Dichloropyridines And Substituted Anilines. The Combination Of A High Reaction Temperature (180 °C) And The Use Of Dbu Were Found To Be Crucial For The Intramolecular Direct Arylation Reactions Of The 3-Chloro-N-Phenylpyridin-2-Amines
合成参考文献
摘要:c E. Spinner and G.B. Yeoh. J. Chem. Soc., B 1971, 296. 摘要:Lin, Z.; Tao, R.; Zhao, Y., Science of Synthesis: Knowledge Updates, (2023) 1, 405.