CAS: 42890-76-6; (S)-(-)-Butane-1,2,4-Triol

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3068-00-6 617-55-0 70005-88-8

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📜木糖酸置于e. Coli Dh5α,Pwn6.186A体系中,用 水 作为反应溶剂,以25%的收率获得产物(S)-(-)-1,2,4-丁三醇
参考文献:Microbial Synthesis Of The Energetic Material Precursor 1,2,4-Butanetriol
标题:Microbial Synthesis Of The Energetic Material Precursor 1,2,4-Butanetriol
摘要:The Lack Of A Route To Precursor 1,2,4-Butanetriol That Is Amenable To Large-Scale Synthesis Has Impeded Substitution Of 1,2,4-Butanetriol Trinitrate For Nitroglycerin. To Identify An Alternative To The Current Commercial Synthesis Of Racemic D,L-1,2,4-Butanetriol Involving Nabh4 Reduction Of Esterified D,L-Malic Acid,Microbial Syntheses Of D-And L-1,2,4-Butanetriol Have Been Established. These Microbial Syntheses Rely On The Creation Of Biosynthetic Pathways That Do Not Exist In Nature. Oxidation Of D-Xylose By Pseudomonas Fragi Provides D-Xylonic Acid In 70% Yield. Escherichia Coli Dh5Alpha/pwn6.186A Then Catalyzes The Conversion Of D-Xylonic Acid Into D-1,2,4-Butanetriol In 25% Yield. P. Fragi Is Also Used To Oxidize L-Arabinose To A Mixture Of L-Arabino-1,4-Lactone And L-Arabinonic Acid In 54% Overall Yield. After Hydrolysis Of The Lactone,L-Arabinonic Acid Is Converted To L-1,2,4-Butanetriol In 35% Yield Using E. Coli Bl21(De3)/pwn6.222A. As A Catalytic Route To 1,2,4-Butanetriol,Microbial Synthesis Avoids The High H2 Pressures And Elevated Temperatures Required By Catalytic Hydrogenation Of Malic Acid.
DOI:10.1021/ja036391+

专利信息

专利号:US-2010159540-A1
优先权日:2007-03-26
标题:Synthesis of resolvins and intermediates, compounds prepared thereby, and uses thereof
发明人：RODRIGUEZ ANA; SPUR BERND
权利人:RODRIGUEZ ANA; SPUR BERND
摘要:Methods are disclosed for the preparation of a new class of lipid mediators known as resolvins, with Resolvin D6 (4,17-dihydroxy-5E,7Z,10Z,13Z,15E,19Z-docosahexaenoic acid) being exemplary. Also disclosed are methods for the efficient synthesis of key intermediates in the preparation of such resolvins, such as isotopically labeled ω-3 fatty acid metabolites, and derivatives and analogs thereof. The invention likewise extends to the intermediates so prepared, and to the resolvins prepared with their use.

专利号:US-6288244-B1
优先权日:1999-03-31
标 题 :Process for the preparation of 3, 4-dihydroxybutanoic acid and derivatives thereof from substituted pentose sugars
发明人：HOLLINGSWORTH RAWLE I
权利人:UNIV MICHIGAN STATE
摘要:A process for the preparation of 3,4-dihydroxybutanoic acid (I) and 3-hydroxy-γ-butyrolactone (V) thereof from a 3-leaving group substituted pentose source is described. In particular, the process relates to the synthesis of (R)-3,4-dihydroxybutanoic acid and (R)-3-hydroxy-γ-butyrolactone from a 3-leaving group substituted L-pentose sugars. The process uses a base and a peroxide to convert the pentose source to the chiral 3,4-dihydroxybutanoic acid compound. The chiral 3,4-dihydroxybutanoic acid can be further converted to 3-hydroxy-γ-butyrolactone by acidification. The chiral compound is useful as a chemical intermediate to the synthesis of various drugs and other products.

专利号:US-6376683-B1
优先权日:2001-06-01
标 题:Process for the preparation of (4R,6S)-4-hydroxy-6-hydroxymethyl-tetrahydropyran-2-one
发明人：KUMAR PRADEEP; FERNANDES RODNEY AGUSTINHO
权利人:COUNCIL SCIENT IND RES
摘要:The present invention relates to an improved, efficient and enantio-selective process for the synthesis of (4R, 6S)-4-hydroxy-6-hydroxymethyl tetrahydropyran-2-one, employing the Sharpless asymmetric dihydroxylation and regiospecific nucleophilic hydride opening of the cyclic sulfite/sulfate as the key steps. The invention also resides in the intermediates used in the process.

专利号:US-6124474-A
优先权日:1999-12-21
标题 :Synthesis of chiral 2-azetidinemethanol compounds
发明人：HAIGHT ANTHONY R; LALLAMAN JOHN E; WAYNE GREGORY S
权利人:ABBOTT LAB
摘要:A process for preparing chiral isomers of N-protected 2-azetidinemethanol compounds, particularly N-(phenylmethyl)-2-azetidinemethanol and N-BOC-2-azetidinemethanol, and especially the (R)-isomers thereof, as well as O-substituted derivatives thereof.

专利号:US-6566525-B1
优先权日:1998-09-17
标 题:Preparation of N-substituted-hydroxycycloalkylamine derivatives
发明人：KIM SEONG JIN; KIM KEON IL; YANG KYOUNG YOUL
权利人:SAMSUNG FINE CHEMICALS CO LTD
摘要:A process for the preparation of N-substituted-hydroxycycloalkylamine derivatives, that are useful intermediates for the synthesis of various organic chemicals including pharmaceutical and agrochemical compounds, represented by formula (1), by reacting a 1,2-dihydroxalkyl alcohol, represented by the following formula (2), with a thionyl halide to produce an intermediate 1,2-cyclosulfinylalkyl halide represented by the following formula (3); and then cyclizing that intermediate with an amine compounds represented by the following formula (4).In the above structural formuli, * represents an asymmetric carbon atom; R1 is hydrogen or an amino-protecting group; m is an integer of 1-3; and X is halogen. The reactant compounds as well as the compounds made according to this invention have the following substitution pattern:n=1, R2=OH, R3=H and m=1; n=1, R2=H, R3=CH2OH and m=2;n=2, R2=OH, R3=H; and m=2; and n=2, R2=H, R3=CH2OH and m=3.

专利号:US-8722649-B2
优先权日:2007-06-15
标 题 :Alpha-chloro and alpha-bromo phosphonate analogs of lysophosphatidic acid and methods of making and using thereof
发明人：PRESTWICH GLENN; TIGYI GABOR; JIANG GUOWEI; YANG GUANGHUI; GAJEWIAK JOANNA; ZHANG HONGLU; XU XIAOYU
权利人:PRESTWICH GLENN; TIGYI GABOR; JIANG GUOWEI; YANG GUANGHUI; GAJEWIAK JOANNA; ZHANG HONGLU; XU XIAOYU; UNIV UTAH RES FOUND; UNIV TENNESSEE RES FOUNDATION
摘要:Described herein is the synthesis and pharmacology of a series of α-substituted methylene phosphonate analogs, in which the α-CH 2 moiety is replaced with CHCl or CHBr.