CAS: 498-07-7; (1R,2S,3S,4R,5R)-6,8-Dioxabicyclo[3.2.1]Octane-2,3,4-Triol

该化合物是一种循环糖衍生物,其独特结构为循环糖衍生物,其特点是六人环,由D-gulucose 1和6位置的两个氢氧基组脱水形成,该化合物是水中可溶解的白晶状固体,反映了其因羟基组的存在而具有的极性;它通常存在于各种天然多盐酸盐中,特别是在某些植物材料的结构中,以及作为纤维素降解的产物.该水体形式表明它缺乏水分分子,通常存在于水分形式中,影响其再活动性和稳定性. 1,6-Anhyd-D-lucuscose可以参与各种化学反应,包括凝聚和氧化,使其对生物化学和工业应用都感兴趣.它在碳水化合物化学和药物及食品科学中的潜在应用中,突出其在自然和合成过程中的重要性.

结构式图片

相似化合物

14168-65-1 644-76-8 13242-55-2

欧盟法规

ECHA物质C&L通报REACH预注册

上下游产品

CAS号2280-44-6 D-glucopyranose | CAS号1464-44-4 苯基-β-D-葡萄糖苷 | CAS号50-99-7 D(+)-无水葡萄糖 | CAS号4468-72-8 苯基 2,3,4,6-四-O-... | CAS号13242-55-2 2,3,4-三-O-乙酰-1,... | CAS号85559-61-1 glucosylisomaltol | CAS号19427-26-0 [(2R,3S,4S,5S,6... | CAS号2492-87-7 4-硝基苯基-β-D-吡喃葡萄糖苷 | CAS号84659-18-7 1,6-anhydro-3-O... | CAS号33527-02-5 (2,4,6-tribromo... | CAS号50-99-7 D(+)-无水葡萄糖 | CAS号554-91-6 β-龙胆二糖 | CAS号20204-80-2 1,6-脱水-2,4-二邻对甲... | CAS号50880-93-8 1,6-Anhydro-2,3... | CAS号3868-05-1 1,6-Anhydro-2-O... | CAS号23643-29-0 1,6-脱水-4-邻甲苯磺酰基... | CAS号97-30-3 甲基葡萄糖苷 | CAS号492-62-6 α-D-葡萄糖 | CAS号3458-28-4 D-甘露糖 | CAS号1990-29-0 D-阿卓糖

合成工艺路线路线简述

  • 合成目标产物 1,6-Anhydro-Beta-D-Glucopyranose 主要起始原料 β-D-Glucopyranose, 1,6-Anhydro-3-O-(Phenylmethyl)-
  • 9004-34-6 = 498-07-7 + 141-46-8 + 67-47-0 + 78797-67-8 + 50-99-7 + 35405-71-1 + 50-78-2
    反应条件:1.1 5 Mbar,370 °C -> 765 °C
    标题:The Interplay Between Chemistry And Heat/mass Transfer During The Fast Pyrolysis Of Cellulose
    作者:Westerhof,R. J. M.; Oudenhoven,S. R. G.; Marathe,P. S.; Engelen,M.; Garcia-Perez,M.; Et Al
    参考文献:Reaction Chemistry & Engineering 日期:2016 卷标:1(5) 页码:555-566
13C-C1-Glucopyranose置于硫酸体系中,用 水 作为反应溶剂,化学反应 0.02H,以10%的收率获得产物1,6-脱水-β-D-葡萄糖
参考文献:γ-戊内酯作为绿色溶剂时,果糖,葡萄糖和蔗糖催化转化为5-(羟甲基)糠醛和乙酰丙酸和甲酸
标题:γ-戊内酯作为绿色溶剂时,果糖,葡萄糖和蔗糖催化转化为5-(羟甲基)糠醛和乙酰丙酸和甲酸
摘要:以硫酸为催化剂,以γ-戊内酯(gvl)为原料,详细研究了果糖,葡萄糖和蔗糖向5-(羟甲基)糠醛(hmf)和乙酰丙酸(la)/甲酸(fa)的转化.绿色溶剂.h 2 So 4 / Gvl / H 2可以通过改变酸浓度来调节o系统以产生hmf或la / Fa,从而可以在产品之间进行选择性切换.尽管hmf的最佳收率约为75%,但la / Fa的收率范围为50%至70%,具体取决于碳水化合物的结构和反应参数,包括温度,酸和碳水化合物的浓度.尽管果糖的转化比葡萄糖快得多,但蔗糖的行为类似于果糖和葡萄糖的1:1混合物,这表明蔗糖中糖苷键的水解很容易.葡萄糖在gvl中转化为hmf或la / Fa的机理涉及三个中间体:1,6-脱水-β-D-葡萄糖呋喃糖,1,6-脱水-β-D-吡喃葡萄糖和左葡糖醛酮.
DOI:10.1021/cs401160Y

海关参考信息

专利信息


专利号:US-8541571-B2
优先权日:2008-03-03
标题:Homogeneous synthesis of cellulose ethers in ionic liquids
发明人:MOELLMANN EUGEN; HEINZE THOMAS; LIEBERT TIM; KOEHLER SARAH
权利人:MOELLMANN EUGEN; HEINZE THOMAS; LIEBERT TIM; KOEHLER SARAH; SE TYLOSE GMBH & CO KG
摘要:The invention is directed to a simple and new method for the homogeneous synthesis of cellulose ethers. Ionic liquids are not only used as solvent, but also as reaction media for the homogeneous etherification of cellulose. The dissolved cellulose is treated with the etherification agent in the absence of organic and/or inorganic bases and in the absence and/or in the presence of moderate amounts of water. The obtained cellulose ethers show new distributions of substitution on the polymer chain, resulting in new properties and applications.

专利号:US-11136302-B2
优先权日:2017-05-26
标 题:Single step process for the synthesis of furan derivatives from carbohydrates
发明人:RODE CHANDRASHEKHAR VASANT; SHINDE SUHAS HANMANT
权利人:COUNCIL SCIENT IND RES
摘要:The present invention discloses a single step process for the synthesis of furan derivative from carbohydrate comprises stirring the reaction mixture of carbohydrate in solvent in presence of catalyst at temperature in the range of 170 to 190° C. for the period in the range of 23 to 25 hrs to afford corresponding furan derivative.

专利号:US-5243072-A
优先权日:1988-06-13
标 题:Betaine group-containing polysaccharides with recurring anhydroglucose units, their synthesis and their use in cosmetic preparations
发明人:GRUENING BURGHARD; HOFFMANN KLAUS; KOERNER GOETZ; KOLLMEIER HANS-JOACHIM
权利人:GOLDSCHMIDT AG TH
摘要:Betaine group-containing polysaccharides with recurring anhydroglucose units of the average, general formula are disclosed. In this formula the R1 groups are the same or different and represent methyl, in which n=2 or 3, m=0 to 10, p=0 to 10 and R2 is a hydrogen atom or the betaine group in which R3 and R4 are the same or different and represent an alkyl group with 1 to 4 carbon atoms and R5 is a divalent aliphatic hydrocarbon group with 1 to 10 carbon atoms, with the proviso that at least 0.5% of the R1 groups in the polysaccharide molecule represent the betaine group. Also disclosed is a method for the synthesis of these compounds and their use in cosmetic preparations, expecially for the care of the hair. In addition, novel compounds of the general formula are disclosed as intermediates in which the substituents R3, R4 and R5 have the above meaning.

专利号:US-5124446-A
优先权日:1988-06-13
标题 :Betaine group-containing polysaccharides with recurring anhydroglucose units, their synthesis and their use in cosmetic preparations
发明人:GRUENING BURGHARD; HOFFMANN KLAUS; KOERNER GOETZ; KOLLMEIER HANS-JOACHIM
权利人:GOLDSCHMIDT AG TH
摘要:Betaine group-containing polysaccharides with recurring anhydroglucose units of the average, general formula are disclosed. In this formula the R1 groups are the same or different and represent methyl, (CnH2nO)mR2 or in which n=2 or 3, m=0 to 10, p=0 to 10 and R2 is a hydrogen atom or the betaine group in which R3 and R4 are the same or different and represent an alkyl group with 1 to 4 carbon atoms and R5 is a divalent aliphatic hydrocarbon group with 1 to 10 carbon atoms, with the proviso that at least 0.5% of the R1 groups in the polysaccharide molecule represent the betaine group. Also disclosed is a method for the synthesis of these compounds and their use in cosmetic preparations, especially for the care of the hair. In addition, novel compounds of the general formula are disclosed as intermediates in which the substituents R3, R4 and R5 have the above meaning.

专利号:US-9255119-B2
优先权日:2009-07-31
标 题:Process for perparing fondaparinux sodium and intermediates useful in the synthesis thereof
发明人:NADJI SOURENA; SMOOT JAMES T; VANARTSDALEN JOSEPH A
权利人:RELIABLE BIOPHARMACEUTICAL CORP
摘要:Processes for the synthesis of the Factor Xa anticoagulent Fondaparinux, and related compounds are described. Also described are protected pentasaccharide intermediates as well as efficient and scalable processes for the industrial scale production of Fondaparinux sodium by conversion of the protected pentasaccharide intermediates via a sequence of deprotection and sulfonation reactions.

专利号:US-5023246-A
优先权日:1988-06-13
标 题:Betaine group-containing derivatives of carboxymethylcellulose, their synthesis and their use in cosmetic preparations
发明人:GRUENING BURGHARD; HOFFMANN KLAUS; KOERNER GOETZ; KOLLMEIER HANS-JOACHIM
权利人:GOLDSCHMIDT AG TH
摘要:Betain group-containing derivatives of carboxymethylcellulose are disclosed. They are characterized in that all or a portion of the carboxymethyl groups are or is replaced by groups of the general formula wherein R1 is hydrogen or methyl group, R2 is a divalent aliphatic hydrocarbon group with 2 to 5 carbon atoms, R3, R4 is an alkyl group with 1 to 4 carbon atoms, R5 is a divalent aliphatic hydrocarbon group with 1 to 10 carbon atoms, with the proviso that, on the average, at least 0.1 betaine groups are contained for each anhydroglucose unit of the polymeric molecule. Also, a method for the synthesis of these compounds and their use in cosmetic preparations, especially for the care of hair, are disclosed. In addition, novel derivatives of carboxymethylcellulose with tertiary amino groups are taught as intermediates. In these derivatives, all or a portion of these groups are or is replaced by groups of the general formula in which the substituents R1, R2, R3 and R4 have the above meaning, with the proviso that, on the average, at least 0.1 tertiary amino groups are contained per anhydroglucose unit of the polymeric molecule.
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主要参考文献

参考标题:Synthesis Of R-Glucosides, Sugar Alcohols, Reduced Sugar Alcohols, And Furan Derivatives Of Reduced Sugar Alcohols
摘要:Disclosed Herein Are Methods For Synthesizing 1,2,5,6-Hexanetetrol (Hto), 1,6 Hexanediol (Hdo) And Other Reduced Polyols From C5 And C6 Sugar Alcohols Or R Glycosides. The Methods Include Contacting The Sugar Alcohol Or R-Glycoside With A Copper Catalyst, Most Desirably A Raney Copper Catalyst With Hydrogen For A Time, Temperature And Pressure Sufficient To Form Reduced Polyols Having 2 To 3 Fewer Hydoxy Groups Than The Starting Material. When The Starting Compound Is A C6 Sugar Alcohol Such As Sorbitol Or R-Glycoside Of A C6 Sugar Such As Methyl Glucoside, The Predominant Product Is Hto. The Same Catalyst Can Be Used To Further Reduce The Hto To Hdo.

合成参考文献


摘要:Petursson, S., Science of Synthesis, (2008) 37, 862.
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