CAS: 19879-84-6; (2R,3R,4S,5R,6S)-2-(Acetoxymethyl)-6-Mercaptotetrahydro-2H-Pyran-3,4,5-Triyl Triacetate

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2,3,4,6-Tetra-O-Acetyl-1-Thio-α-D-Glucopyranose置于四氯化锡体系中,用 二氯甲烷 用作溶剂,化学反应 24.0H,以51%的收率获得1-硫代-B-D-葡萄糖四乙酸酯
参考文献:糖基巯基的立体选择性差向异构
标题:糖基巯基的立体选择性差向异构
摘要:糖基硫醇广泛用于立体选择性s-糖苷合成中.使用ticl 4获得了它们从1,2-反式到1,2-顺式硫醇的差向异构化(例如,在硫代吡喃葡萄糖中赤道到轴向差向异构),而sncl 4促进了它们的轴向-赤道差向异构.该方法包括用于立体选择性β-D-甘露聚糖和β-1-Rhamnopyranosyl硫醇形成的应用.当使用sncl 4时,络合物的形成解释了赤道偏爱,而ticl 4可以通过1,3-氧杂硫杂环戊烷的形成使平衡向1,2-顺式硫醇转移.
Doi:10.1021/acs.Orglett.7B02760

专利信息

专利号:US-9605019-B2
优先权日:2011-07-19
标 题:Methods for the synthesis of functionalized nucleic acids
发明人：VERDINE GREGORY L; MEENA; IWAMOTO NAOKI; BUTLER DAVID CHARLES DONNELL
权利人:VERDINE GREGORY L; MEENA; IWAMOTO NAOKI; BUTLER DAVID CHARLES DONNELL; WAVE LIFE SCIENCES LTD
摘要:The present application, among other things, provides technologies, e.g., reagents, methods, etc. for preparing oligonucleotides comprising phosphorothiotriesters linkages, e.g., oligonucleotides having the structure of IIIa, IIIb or IIIc. In some embodiments, provided methods comprise reacting an H-phosphonate of structure Ia or Ib with a silylating reagent to provide a silyloxyphosphonate, and reacting the silyloxyphosphonate with a thiosulfonate reagent of structure IIa or IIb to provide an oligonucleotide of structure IIIa or IIIb. In some embodiments, provided methods comprise reacting an H-phosphonate of structure Ic with a silylating reagent to provide a silyloxyphosphonate, reacting the silyloxyphosphonate with a bis(thiosulfonate) reagent of structure IVc to provide a phosphorothiotriester comprising a thiosulfonate group of structure Vc, and then reacting the phosphorothiotriester comprising a thiosulfonate group of structure Vc with a nucleophile of structure VIc to provide an oligonucleotide of structure IIIc.

专利号:US-2018222936-A1
优先权日:2011-07-19
标 题:Methods for the synthesis of functionalized nucleic acids

专利号:WO-03055887-A1
优先权日:2001-12-21
标 题:Conjugated porphyrin, chlorin or bacteriochlorin chromophore
发明人：BOYLE ROSS WILLIAM; GREENMAN JOHN
权利人:CATALYST BIOMEDICA LTD; BOYLE ROSS WILLIAM; GREENMAN JOHN
摘要:The invention provides a porphyrin, chlorin or bacteriochlorin chromophore, which chromophore comprises one conjugating meso substituent which comprises a conjugating group Z for covalently conjugating said chromophore to a protein so as to enable delivery of the chromophore to a selected biological target in vitro or in vivo, and one, two or three hydrophilic meso substituents, wherein the hydrophilicity of the chromophore is such that either on carrying out conjugation of said chromophore to said protein by way of incubating said chromophore and said protein for one hour under standard protein conjugation conditions in 10% DMSO/water buffered to pH 9, the percentage of non-covalently bound chromophore out of total protein-bound chromophore is 5% or less; or, where said protein is bovine serum albumin, on carrying out conjugation of said chromophore to said protein by way of incubating said chromophore and said protein for one hour under standard protein conjugation conditions in 10% DMSO/water buffered to pH 9, the percentage of non-covalently bound chromophore out of total protein-bound chromophore is 20% or less. The invention further provides methods for the synthesis of such chromophores, and methods for the use of such chromophores in therapy and in analysis.

专利号:US-10280192-B2
优先权日:2011-07-19
标题:Methods for the synthesis of functionalized nucleic acids

专利号:US-2017029457-A1
优先权日:2011-07-19
标题:Methods for the synthesis of functionalized nucleic acids

专利号:US-2014194610-A1
优先权日:2011-07-19
标 题:Methods for the synthesis of functionalized nucleic acids