专利号:US-4739073-A 优先权日:1983-11-04 标题:Intermediates in the synthesis of indole analogs of mevalonolactone and derivatives thereof 发明人:KATHAWALA FAIZULLA G 权利人:SANDOZ PHARMACEUTICALS CORP 摘要:Compounds of the formula wherein one of R and Ro is and the other is primary or secondary C1-6alkyl not containing an asymmetric carbon atom, C3-6cycloalkyl or phenyl(CH2)m-, wherein R4 is hydrogen, C1-3alkyl, n-butyl, i-butyl, t-butyl, C1-3alkoxy, n-butoxy, i-butoxy, trifluoromethyl, fluoro, chloro, phenoxy or benzyloxy, R5 is hydrogen, C1-3alkyl, C1-3alkoxy, trifluoromethyl, fluoro, chloro, phenoxy or benzyloxy, R5a is hydrogen, C1-2alkyl, C1-2alkoxy, fluoro or chloro, and m is 1, 2 or 3, with the provisos that both R5 and R5a must be hydrogen when R4 is hydrogen, R5a must be hydrogen when R5 is hydrogen, not more than one of R4 and R5 is trifluoromethyl, not more than one of R4 and R5 is phenoxy, and not more than one of R4 and R5 is benzyloxy, R2 is hydrogen, C1-3alkyl, n-butyl, i-butyl, t-butyl, C3-6cycloalkyl, C1-3alkoxy, n-butoxy, i-butoxy, trifluoromethyl, fluoro, chloro, phenoxy or benzyloxy, R3 is hydrogen, C1-3alkyl, C1-3alkoxy, trifluoromethyl, fluoro, chloro, phenoxy or benzyloxy, with the provisos that R3 must be hydrogen when R2 is hydrogen, not more than one of R2 and R3 is trifluoromethyl, not more than one of R2 and R3 is phenoxy, and not more than one of R2 and R3 is benzyloxy, X is -(CH2)n- or -CH=CH-, wherein n is 0, 1, 2 or 3, and Z is wherein R6 is hydrogen or C1-3alkyl, and R7 is hydrogen, C1-3alkyl, n-butyl, i-butyl, t-butyl, benzyl or M, wherein M is a pharmaceutically acceptable cation, the use thereof for inhibiting cholesterol biosynthesis and lowering the blood cholesterol level, and, therefore, in the treatment of hyperlipoproteinemia and atherosclerosis, pharmaceutical compositions comprising such compounds and processes for and intermediates in the synthesis of such compounds.
专利号:US-5354772-A 优先权日:1982-11-22 标 题:Indole analogs of mevalonolactone and derivatives thereof 发明人:KATHAWALA FAIZULLA G 权利人:SANDOZ PHARMACEUTICALS CORP 摘要:Compounds of the formula wherein one of R and Ro is and the other is primary or secondary C1-6alkyl not containing an asymmetric carbon atom, C3-6cycloalkyl or phenyl-(CH2)m-, wherein R4 is hydrogen, C1-3alkyl, n-butyl, i-butyl, t-butyl, C1-3alkoxy, n-butoxy, i-butoxy, trifluoromethyl, fluoro, chloro, phenoxy or benzyloxy, R5 is hydrogen, C1-3alkyl, C1-3alkoxy, trifluoromethyl, fluoro, chloro, phenoxy or benzyloxy, R5a is hydrogen, C1-2alkyl, C1-2alkoxy, fluoro or chloro, and m is 1, 2 or 3, with the provisos that both R5 and R5a must be hydrogen when R4 is hydrogen, R5a must be hydrogen when R5 is hydrogen, not more than one of R4 and R5 is trifluoromethyl, not more than one of R4 and R5 is phenoxy, and not more than one of R4 and R5 is benzyloxy, R2 is hydrogen, C1-3alkyl, n-butyl, i-butyl, t-butyl, C3-6cycloalkyl, C1-3alkoxy, n-butoxy, i-butoxy, trifluoromethyl, fluoro, chloro, phenoxy or benzyloxy, R3 is hydrogen, C1-3alkyl, C1-3alkoxy, trifluoromethyl, fluoro, chloro, phenoxy or benzyloxy, with the provisos that R3 must be hydrogen when R2 is hydrogen, not more than one of R2 and R3 is trifluoromethyl, not more than one of R2 and R3 is phenoxy, and not more than one of R2 and R3 is benzyloxy, X is -(CH2)n- or -CH=CH-, wherein n is 0, 1, 2 or 3, and Z is wherein R6 is hydrogen or C1-3alkyl, and R7 is hydrogen, R7b or M, wherein R7b is a physiologically acceptable and hydrolyzable ester group, and M is a pharmaceutically acceptable cation, the use thereof for inhibiting cholesterol biosynthesis and lowering the blood cholesterol level, and therefore, in the treatment of hyperliopoproteinemia and atherosclerosis, pharmaceutical compositions comprising such compounds and processes for and intermediates in the synthesis of such compounds.
专利号:EP-2086952-A2 优先权日:2006-11-30 标题 :Method for the stereoselective synthesis of chiral epoxides by adh reduction of ketones substituted with alpha starting groups and cyclisation
专利号:US-5929075-A 优先权日:1994-10-27 标 题:Apolipoprotein-B synthesis inhibitors 发明人:HEERES JAN; BACKX LEO JACOBUS JOZEF; HENDRICKX ROBERT JOZEF MARIA; VAN DER EYCKEN LUC ALFONS LEO; DE CHAFFOY DE COURCELLES DIDIE 权利人:JANSSEN PHARMACEUTICA NV 摘要:The present invention provides novel compounds of formula ##STR1## the N-oxides, the stereochemically isomeric forms thereof, and the pharmaceutically acceptable acid addition salts thereof, wherein A and B taken together form a bivalent radical of formula: n --Nâ•?CH-- (a), --CHâ•?N-- (b), --CH 2 --CH 2 -- (c), --CHâ•?CH-- (d), --C(â•?O)--CH 2 -- (e), --CH 2 --C(â•?O)-- (f); R 1 is hydrogen, C 1-6 alkyl, or halo; R 2 is hydrogen or halo; R 3 is hydrogen; C 1-8 alkyl; C 3-6 cycloalkyl or C 1-8 alkyl substituted with hydroxy, oxo, C 3-6 cycloalkyl or aryl. Het is five- or six-membered optionally substituted heterocyclic ring. The use as a medicine, especially as a lipid lowering agent is disclosed as well as pharmaceutical compositions and processes for preparing compounds and compositions.
专利号:DE-102006056526-A1 优先权日:2006-11-30 标题:Process for the stereoselective synthesis of chiral epoxides by ADH reduction of alpha-leaving group-substituted ketones and cyclization
专利号:WO-2008064817-A2 优先权日:2006-11-30 标 题 :Method for the stereoselective synthesis of chiral epoxides by adh reduction of ketones substituted with alpha starting groups and cyclisation
[参考文献]: Donald M N Sikazwe, Et Al. Synthesis And Evaluation Of Ligands For D2-Like Receptors: The Role Of Common Pharmacophoric Groups. Bioorg Med Chem. 2009 Feb 15;17(4):1716-23. [参考文献]: Philip G Board, Et Al. Glutathione Transferase Omega 1 Catalyzes The Reduction Of S-(Phenacyl)Glutathiones To Acetophenones. Chem Res Toxicol. 2007 Jan;20(1):149-54.
合成参考文献
摘要:De Wildeman, S.; Sereinig, N., Science of Synthesis: Stereoselective Synthesis, (2011) 2, 160. 摘要:Matsunami, A.; Kayaki, Y.; Ikariya, T., Science of Synthesis: Catalytic Reduction in Organic Synthesis, (2018) 2, 47. 摘要:Schiltz, P.; Gosmini, C., Science of Synthesis: Special Topics, (2021) 1, 101. 摘要:Wu, T.; Moeller, K. D., Science of Synthesis: Special Topics, (2021) 1, 490. 摘要:U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals., NX#05172