CN104693266A - 一种皂苷的合成方法 - Google Patents
一种皂苷的合成方法 Download PDFInfo
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- CN104693266A CN104693266A CN201310650584.2A CN201310650584A CN104693266A CN 104693266 A CN104693266 A CN 104693266A CN 201310650584 A CN201310650584 A CN 201310650584A CN 104693266 A CN104693266 A CN 104693266A
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- Prior art keywords
- acid
- saponin
- preferred
- sio
- silica gel
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- 150000007949 saponins Chemical class 0.000 title claims abstract description 40
- 239000001397 quillaja saponaria molina bark Substances 0.000 title claims abstract description 39
- 238000010189 synthetic method Methods 0.000 title description 2
- 238000000034 method Methods 0.000 claims abstract description 24
- 239000003960 organic solvent Substances 0.000 claims abstract description 16
- 150000001323 aldoses Chemical class 0.000 claims abstract description 15
- 208000007976 Ketosis Diseases 0.000 claims abstract description 14
- 150000002584 ketoses Chemical class 0.000 claims abstract description 14
- 238000010992 reflux Methods 0.000 claims abstract description 3
- 238000006243 chemical reaction Methods 0.000 claims description 34
- 229910004298 SiO 2 Inorganic materials 0.000 claims description 33
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims description 30
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims description 28
- 239000003480 eluent Substances 0.000 claims description 25
- -1 rhamnosyl Chemical compound 0.000 claims description 22
- DKVBOUDTNWVDEP-NJCHZNEYSA-N teicoplanin aglycone Chemical compound N([C@H](C(N[C@@H](C1=CC(O)=CC(O)=C1C=1C(O)=CC=C2C=1)C(O)=O)=O)[C@H](O)C1=CC=C(C(=C1)Cl)OC=1C=C3C=C(C=1O)OC1=CC=C(C=C1Cl)C[C@H](C(=O)N1)NC([C@H](N)C=4C=C(O5)C(O)=CC=4)=O)C(=O)[C@@H]2NC(=O)[C@@H]3NC(=O)[C@@H]1C1=CC5=CC(O)=C1 DKVBOUDTNWVDEP-NJCHZNEYSA-N 0.000 claims description 20
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J71/00—Steroids in which the cyclopenta(a)hydrophenanthrene skeleton is condensed with a heterocyclic ring
- C07J71/0005—Oxygen-containing hetero ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H1/00—Processes for the preparation of sugar derivatives
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H15/00—Compounds containing hydrocarbon or substituted hydrocarbon radicals directly attached to hetero atoms of saccharide radicals
- C07H15/20—Carbocyclic rings
- C07H15/24—Condensed ring systems having three or more rings
- C07H15/256—Polyterpene radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J17/00—Normal steroids containing carbon, hydrogen, halogen or oxygen, having an oxygen-containing hetero ring not condensed with the cyclopenta(a)hydrophenanthrene skeleton
- C07J17/005—Glycosides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J63/00—Steroids in which the cyclopenta(a)hydrophenanthrene skeleton has been modified by expansion of only one ring by one or two atoms
- C07J63/008—Expansion of ring D by one atom, e.g. D homo steroids
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Biochemistry (AREA)
- Biotechnology (AREA)
- Genetics & Genomics (AREA)
- Molecular Biology (AREA)
- Steroid Compounds (AREA)
Abstract
Description
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CN201310650584.2A CN104693266B (zh) | 2013-12-06 | 2013-12-06 | 一种改良的Fischer型糖苷化反应在构建皂苷中糖苷键的应用 |
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CN201310650584.2A CN104693266B (zh) | 2013-12-06 | 2013-12-06 | 一种改良的Fischer型糖苷化反应在构建皂苷中糖苷键的应用 |
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Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN105263945A (zh) * | 2013-12-06 | 2016-01-20 | 于跃 | 一种皂苷的合成方法 |
CN108003212A (zh) * | 2017-12-24 | 2018-05-08 | 扬州工业职业技术学院 | 一种去氢表雄酮-6-葡萄糖苷衍生物及其作为抗丙型肝炎病毒药物的应用 |
CN108101951A (zh) * | 2017-12-24 | 2018-06-01 | 扬州工业职业技术学院 | 一种甾体糖苷类化合物的制备方法及其在制备抗结核病药物中的应用 |
CN110878110A (zh) * | 2018-09-06 | 2020-03-13 | 复旦大学 | 一种烯醇式糖苷的制备方法 |
CN111434672A (zh) * | 2019-01-14 | 2020-07-21 | 天津科技大学 | 甘草次酸糖苷的制备方法和在甜味剂中的应用 |
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CN101781342A (zh) * | 2010-01-26 | 2010-07-21 | 华东师范大学 | 一种烷基糖苷的制备方法 |
CN105263945B (zh) * | 2013-12-06 | 2017-05-03 | 于跃 | 一种酸催化醛糖或酮糖直接与苷元反应制备皂苷的方法 |
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CN101781342A (zh) * | 2010-01-26 | 2010-07-21 | 华东师范大学 | 一种烷基糖苷的制备方法 |
CN105263945B (zh) * | 2013-12-06 | 2017-05-03 | 于跃 | 一种酸催化醛糖或酮糖直接与苷元反应制备皂苷的方法 |
Cited By (6)
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CN105263945A (zh) * | 2013-12-06 | 2016-01-20 | 于跃 | 一种皂苷的合成方法 |
CN105263945B (zh) * | 2013-12-06 | 2017-05-03 | 于跃 | 一种酸催化醛糖或酮糖直接与苷元反应制备皂苷的方法 |
CN108003212A (zh) * | 2017-12-24 | 2018-05-08 | 扬州工业职业技术学院 | 一种去氢表雄酮-6-葡萄糖苷衍生物及其作为抗丙型肝炎病毒药物的应用 |
CN108101951A (zh) * | 2017-12-24 | 2018-06-01 | 扬州工业职业技术学院 | 一种甾体糖苷类化合物的制备方法及其在制备抗结核病药物中的应用 |
CN110878110A (zh) * | 2018-09-06 | 2020-03-13 | 复旦大学 | 一种烯醇式糖苷的制备方法 |
CN111434672A (zh) * | 2019-01-14 | 2020-07-21 | 天津科技大学 | 甘草次酸糖苷的制备方法和在甜味剂中的应用 |
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