CAS: 1576-96-1; (E)-Pent-2-En-1-Ol

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反式-2-戊烯酸置于aluminium Hydride体系中,化学反应生成反-2-戊烯-1-醇
参考文献:用有机硼烷合成:I.通过烯烃金属化合成烯丙基二乙基硼烷和b-烯丙基硼烷.烯烃的热力学异构化
标题:用有机硼烷合成:I.通过烯烃金属化合成烯丙基二乙基硼烷和b-烯丙基硼烷.烯烃的热力学异构化
摘要:通过烯烃与三甲基甲硅烷基甲基钾金属化制备的烯丙基有机钾化合物分别与氯二乙基硼烷和b-氯硼烷反应,分别得到烯丙基二乙基硼烷和b-烯丙基硼烷.这些有机硼烷的水解进行烯丙基重排导致异构化的烯烃.以这种方式,将(e,Z)-2-戊烯,(z)-2-庚烯,1-甲基环己烯和(+)-α-Pine烯干净地转化为1-戊烯,1-庚烯,亚甲基环己烷和(+)-β-Pine烯.描述了将甲基烯基二乙基硼烷加成甲醛并将2-环己烯基二乙基硼烷加成4-叔丁基环己酮的立体化学.
Doi:10.1016/0022-328X(85)80282-5

专利信息

专利号:US-9233943-B2
优先权日:2012-01-10
标题:Process for synthesis of syn azido epdxide and its use as intermediate for the synthesis of amprenavir and saquinavir
发明人：GADAKH SUNITA KHANDERAO; REKULA REDDY SANTHOSH; SUDALAI ARUMUGAM
权利人:COUNCIL SCIENT IND RES
摘要:A novel synthetic route to the syn-azido epoxide of formula 5 includes cobalt-catalyzed hydrolytic kinetic resolution of a racemic mixture of the azido-epoxide. Reaction steps include subjecting an allylic alcohol to epoxidation with mCPBA to obtain a racemic epoxy alcohol; ring opening the epoxy alcohol with azide anion to obtain an anti-azido alcohol, which can then be selectively tosylated at the primary alcohol; treating the tosylate with base to obtain the racemic azido-epoxide; and subjecting the racemic azido-epoxide to cobalt-catalyzed hydrolytic kinetic resolution to obtain the syn-azido epoxide of formula 5. The compound of formula 5 may be used as a common intermediate for the asymmetric synthesis of HIV protease inhibitors, such as Amprenavir, Fosamprenavir, Saquinavir, and formal synthesis of Darunavir and Palinavir.

专利号:US-6048991-A
优先权日:1990-11-16
标题:Preparation of epoxides
发明人：HAERMELING DIETER
权利人:BASF AG
摘要:Alpha-hydroxy-epoxides of alpha-alkoxy-epoxides of the formula IV ##STR1## in which the substituents have the following meanings: R 7 , R 8 , R 9 , R 10 , R 11 are independently hydrogen, C 1 -C 20 -alkyl, C 3 -C 12 -cycloalkyl, C 4 -C 20 -cycloalkylalkyl, C 1 -C 20 -hydroxy-alkyl, a heterocyclic ring, or an aryl or C 7 -C 20 -arylalkyl group optionally substituted by C 1 -C 8 -alkyl, C 1 -C 8 -alkoxy, halogen, C 1 -C 4 -haloalkyl, C 1 -C 4 -halo-alkoxy, phenyl, phenoxy, halophenyl, halophenoxy, carboxy, C 2 -C 8 -alkoxycarbonyl, or cyano, or R 7 and R 8 or R 7 and R 9 or R 7 and R 10 or R 9 and R 10 or R 10 and R 11 together form a (CH 2 ) n group in which n is an integer from 1 to 10 and which may be optionally substituted by C 1 -C 8 -alkyl, C 1 -C 8 -alkoxy, and/or halogen, and n R 12 is hydrogen, C 1 -C 8 -alkyl, or benzyl, n provided that R 10 is not hydrogen, methyl, ethyl, propyl, or cyclohexyl when R 7 , R 8 , R 9 , or R 11 is hydrogen, that R 7 is not methyl when R 8 is methyl or phenyl and R 9 , R 10 , or R 11 is hydrogen, that R 7 is not methyl when R 8 , R 9 , R 10 , or R 11 is hydrogen and R 12 is ethyl, that R 7 is not phenyl or hexyl when R 8 , R 9 , R 10 , or R 11 is hydrogen, that R 9 is not methyl when R 7 , R 8 , R 10 , or R 11 is hydrogen, that R 10 and R 11 are not methyl when R 7 , R 8 , or R 9 is hydrogen, and that R 7 and R 10 do not together form an unsubstituted cycloalkyl when R 8 , R 9 , or R 11 is hydrogen. The epoxides of the above formula serve as intermediates for the synthesis of, inter alia, perfumes, plant protectants and polymers.

专利号:US-5637757-A
优先权日:1995-04-11
标 题 :One-pot synthesis of ring-brominated benzoate compounds
发明人：HILL JOHN E; FAVSTRITSKY NICOLAI A; MAMUZIC RASTKO I; BHATTACHARYA BHABATOSH
权利人:GREAT LAKES CHEMICAL CORP
摘要:A method of preparing tetrabromobenzoate compounds from tetrabromophthalic anhydride by reacting tetrabromophthalic anhydride with alcohol in the presence of a decarboxylation catalyst. The reaction may be carried out in an excess of alcohol, or with a near stoichiometric amount of alcohol by performing the reaction in an inert solvent.

专利号:US-2015011782-A1
优先权日:2012-01-10
标 题 :Process for synthesis of syn azido epoxide and its use as intermediate for the synthesis of amprenavir & saquinavir

专利号:US-2005059632-A1
优先权日:2003-06-30
标题 :Synthesis of beta-L-2'-deoxy nucleosides

专利号:US-5783709-A
优先权日:1996-10-31
标 题 :Stereoselective process for making substituted amino acid derivatives
发明人：KRESS MICHAEL; YANG CHUNHUA; YASUDA NOBUYOSHI
权利人:MERCK & CO INC
摘要:The invention encompasses a method for the stereoselective synthesis of alkyl proline and other amino acid derivatives which are intermediates of the farnesyl-protein transferase inhibiting CA 1 A 2 X motif of the protein Ras. The instant process employs an efficient diastereoselective 2,3!-Wittig rearrangement of α-allyloxy amide enolates mediated by a chiral auxiliary to provide acyclic and cyclic precursors.