专利号:WO-03087075-A1 优先权日:2002-04-04 标题:Asymmetric synthesis of glycidic amides 发明人:AGGARWAL VARINDER K 权利人:UNIV BRISTOL; AGGARWAL VARINDER K 摘要:Enantiomerically enriched trans-2,3-epoxyamides of the formula (I) in which R1 is a 1-18C aliphatic hydrocarbyl optionally substituted by one or more substituent groups selected from halo, nitro, phenyl and -ORW, where RW is H, 1-6C alkyl, benzyl or phenyl, or is aryl containing from 6-12 ring carbon atoms which is optionally substituted by one or more substituent groups selected from 1-6C alkyl, halo, nitro, phenyl, benzyl and -ORW, where RW is as defined above, or is a monocyclic or fused bicyclic heterocyclic group containing at least one heteroatom selected from N, O and S which group is optionally substituted by one or more substituent groups selected from 1-6C alkyl, halo, nitro, phenyl, benzyl and -ORW, where RW is as defined above; R2 and R3 are the same or different group selected from H, 1-6C alkyl optionally substituted with one or more substituent groups selected from halo, nitro, phenyl and -ORW, where RW is as defined above, 2-6C alkenyl optionally substituted with one or more substituent groups selected from halo, nitro, phenyl and -ORW, where RW is as defined above, phenyl optionally substituted by one or more substituent groups selected from 1-6C alkyl, halo, nitro, phenyl, benzyl and -ORW, where RW is as defined above, and monocyclic heterocyclic groups containing one or more heteroatoms selected from O, S and N, optionally substituted with one or more substituent groups selected from 1-6C alkyl, halo, nitro, phenyl, benzyl and -ORW, where RW is as defined above or R2 or R3, or R2 or R3, together with the nitrogen atom to which they are attached, form a heterocyclic ring, are made by a method comprising reacting a sulfonium salt of the formula (II) wherein R2 and R3 are as defined above, R4 is a group selected from 1-12C alkyl, 6-12C aryl and 7-13C aralkyl and -SiMe3, R5 is 1-4C alkyl group and X- is a counterion, with an aldehyde of the formula R1CHO, where R1 is as defined above, in a solvent in the presence of a base. The use of this method gives excellent yields of the trans epoxides. Sulfonium salts of the formula (II), as defined above, are also disclosed.
专利号:US-5219957-A 优先权日:1990-06-14 标题 :Water-dilutable vehicles based on epoxide resins, methods for their synthesis and their use as aqueous coating materials as well as aqueous coating materials 发明人:PATZSCHKE HANS-PETER; BLUM JOACHIM; FRIEDERICHS GERHARD; BOGDAN WOLFGANG 权利人:HERBERTS & CO GMBH 摘要:Vehicles, which are water dilutable after neutralization with bases, have an acid number of 5 to 60 and are obtainable by polymerization or copolymerization of 10 to 90 parts by weight of one or several acidic, phosphoric acid-functional unsaturated monomers, which are polymerizable by a free radical mechanism and can be present in admixture with one or several ethylenically unsaturated monomers, which are also polymerizable by a free radical mechanism, with addition of a free radical initiator, in the presence of 90 to 10 parts by weight of one or several epoxide resins or modified epoxide resins, in one or several solvents. Methods of synthesizing them, aqueous coating materials containing them and their use.
专利号:AU-2003222958-A1 优先权日:2002-04-04 标题:Asymmetric synthesis of glycidic amides
专利号:GB-0207770-D0 优先权日:2002-04-04 标题:Asymmetric synthesis of glycidic amides
1: Wang ET, Chen DY, Liu HY, Yan HY, Yuan Y. Protective effect of allicin against glycidamide-induced toxicity in male and female mice. Gen Physiol Biophys. 2015 Apr;34(2):177-87. doi: 10.4149/gpb_2014038. Epub 2015 Mar 2. doi: 10.1016/j.fct.2015.09.017. Epub 2015 Sep 30. 3: Fennell TR, Snyder R, Hansen B, Friedman M. Dosimetry of Acrylamide and Glycidamide Over the Lifespan in a 2-Year Bioassay of Acrylamide in Wistar Han Rats. Toxicol Sci. 2015 Aug;146(2):386-94. doi: 10.1093/toxsci/kfv104. Epub 2015 Jul 3. 4: Gutzkow KB, Duale N, Danielsen T, von Stedingk H, Shahzadi S, Instanes C, Olsen AK, Steffensen IL, Hofer T, Törnqvist M, Brunborg G, Lindeman B. Enhanced susceptibility of obese mice to glycidamide-induced sperm chromatin damage without increased oxidative stress. Andrology. 2016 Nov;4(6):1102-1114. doi: 10.1111/andr.12233. Epub 2016 Aug 30. doi: 10.1016/j.cbi.2015.05.002. Epub 2015 May 15. doi: 10.1002/ijc.27493. Epub 2012 Mar 28.
合成参考文献
摘要:Lyman WJ et al; Handbook of Chemical Property Estimation Methods. Washington, DC: Amer Chem Soc pp. 7-4, 7-5, 8-12 (1990) 摘要:Lewis, R.J. Sr. (ed) Sax's Dangerous Properties of Industrial Materials. 11th Edition. Wiley-Interscience, Wiley & Sons, Inc. Hoboken, NJ. 2004., p. V3: 2796 摘要:Franke C et al; Chemosphere 29: 1501-14 (1994) 摘要:DHHS/CDC; Fourth National Report on Human Exposure to Environmental Chemicals (2009). The Report is a comprehensive assessment of the exposure of the U.S. population to chemicals in our environment. Available from, as of June 17, 2010: 摘要:Annola K et al; Toxicol Lett 182 (1-3): 50-6 (200).