CAS: 137915-37-8; 6-O-(Triisopropylsilyl)-D-Glucal
该化合物是一种特殊的化学化合物,具有独特的结构特征,包括一个水糖柱和多个硅状组;三(1-甲基乙基)硅酸盐的存在增强了其稳定性和疏水性,使其在各种化学应用中有用,特别是在有机合成和碳水化合物化学保护组中.这种化合物有可能表现出易溶糖的典型特性,例如对水解的抗药性增强和有机溶剂溶性改善.其六-一-乙醇结构表明在合成途径中可以利用的替代反应之外还有潜在的再活动或替代反应.此外,氢结构表明它在某些情况下可能参与环开或重新排列反应.
- 英文名称6-O-(Triisopropylsilyl)-D-Glucal
- 中文名称6-O-(三异丙基硅基)-D-葡萄烯糖
- IUPAC名称(2R,3S,4R)-2-(((triisopropylsilyl)oxy)methyl)-3,4-dihydro-2H-pyran-3,4-diol
- 其它别名6-O-(Triisopropylsilyl)-D-Glucal, ; (2R,3S,4R)-2-[tri(Propan-2-yl)Silyloxymethyl]-3,4-Dihydro-2H-Pyran-3,4-Diol; 6-O-Triisopropylsilyl-D-Glucal; 6-O-(Triisopropylsilyl)-D-Glucal; 1,5
- CAS编号137915-37-8
- MFCD编号:MFCD00799597
- EINECS号:678-256-3
- 分子式:C15H30O4Si分子量:302.49
- 产品CID: 589562
- 产品分类有机原料→生命科学→生化试剂→碳水化合物
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CAS号13154-24-0 三异丙基氯硅烷 | CAS号13265-84-4 D-葡萄烯糖 | CAS号2873-29-2 三乙酰葡萄糖烯 | CAS号308796-41-0 3,4-二-O-乙酰基-6-O... | CAS号210100-63-3 3-O-苯甲基-1,2-o-异...合成工艺路线路线简述
📜(2-甲基烯丙基)三异丙基硅烷置于copper(I) Trifluoromethanesulfonate Benzene,二氧化硫体系中,用 二氯甲烷,N,N-二甲基甲酰胺-D7 用作溶剂,化学反应 12.0H,反应生成6-O-(三异丙基硅基)-D-葡萄烯糖
参考文献:甲硅烷基2-甲基丙-2-烯-1-亚磺酸酯在多元醇和碳水化合物的制备性硅烷化和gc衍生化反应中的合成及应用
标题:甲硅烷基2-甲基丙-2-烯-1-亚磺酸酯在多元醇和碳水化合物的制备性硅烷化和gc衍生化反应中的合成及应用
摘要:三甲基硅烷基,三乙基甲硅烷,叔丁基二,三异丙和2-甲基丙-2-烯-1-亚磺酸盐是通过(cuotf)制备2 ⋅c 6 ħ 6-催化的与so相应methallylsilanes的硅杂烯反应2在50oc下.在室温和中性条件下,受位阻,可差向异构和对碱敏感的醇可提供高收率和高纯度的相应甲硅烷基醚.作为甲硅烷基化反应的副产物(so 2+异丁烯)易挥发,后处理简化用作溶剂蒸发.所开发的方法可用于多元醇和糖苷的化学和区域选择性半保护以及不稳定的醛醇的甲硅烷基化.发达的试剂的高反应性是由合成所示的空间位阻per-ö-叔丁基二-α-D-Glucopyranose,X射线结晶学分析,其中在第一对以每个ö-Silylated六吡喃糖.所述per-ô多元醇,羟基羧酸,碳水化合物和三甲基甲硅烷2-甲基丙-2-烯-1-亚磺酸酯偶联具有非易失多羟基的gc分析的-Silylation定性和定量的化合物两者.
Doi:10.1002/chem.201504380
海关参考信息
- 2901210000-乙烯
2901220000-丙烯
2905122000-异丙醇
2905310000-1,2-乙二醇 - 💡 提示：海关信息按照顺序优先匹配，如需确认的海关信息，请参考相关资料。
- 详情请参考：📖 海关编码查询和海关进出口税则
专利信息
专利号:US-7102023-B2
优先权日:1999-11-24
标 题:Protecting groups useful in the synthesis of polysaccharides, natural products, and combinatorial libraries
发明人：BUCHWALD STEPHEN L; PLANTE OBADIAH J; SEEBERGER PETER H
权利人:MASSACHUSETTS INST TECHNOLOGY
摘要:One aspect of the present invention relates to optionally substituted halogenated benzyl halides and the like. These compounds are useful as halogenated benzyl ether-based protecting groups for a variety of functional groups. Another aspect of the present invention relates to use of said protecting groups in an orthogonal protecting group strategy for the synthesis of complex molecules that comprise a number of suitable functional groups. Another aspect of the present invention relates to saccharides bearing various arrays of protecting groups of the present invention. Another aspect of the present invention relates to a method of synthesizing an oligosaccharide or glycoconjugate, comprising the steps of: using a saccharide bearing at least one protecting group of the present invention to glycosylate a second molecule to give a product comprising said saccharide; and removing a protecting group of the present invention from said product.
专利号:US-2003181690-A1
优先权日:1999-11-24
标 题 :Protecting groups useful in the synthesis of polysaccharides, natural products, and combinatorial libraries
专利号:WO-0138337-A2
优先权日:1999-11-24
标 题:Protecting groups useful in the synthesis of polysaccharides, natural products, and combinatorial libraries
专利号:EP-1233970-A2
优先权日:1999-11-24
标 题 :Protecting groups useful in the synthesis of polysaccharides, natural products, and combinatorial libraries
专利号:US-2004220389-A1
优先权日:1999-11-24
标题:Protecting groups useful in the synthesis of polysaccharides, natural products, and combinatorial libraries
专利号:US-6426421-B1
优先权日:1999-11-24
标 题:Protecting groups useful in the synthesis of polysaccharides, natural products, and combinatorial libraries
