CN105263945A - 一种皂苷的合成方法 - Google Patents

一种皂苷的合成方法 Download PDF

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CN105263945A
CN105263945A CN201480020337.7A CN201480020337A CN105263945A CN 105263945 A CN105263945 A CN 105263945A CN 201480020337 A CN201480020337 A CN 201480020337A CN 105263945 A CN105263945 A CN 105263945A
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method described
saponin
reaction
acid
sio
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CN105263945B (zh
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于跃
陈敏
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    • 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
    • C07J1/00—Normal steroids containing carbon, hydrogen, halogen or oxygen, not substituted in position 17 beta by a carbon atom, e.g. estrane, androstane
    • C07J1/0003—Androstane derivatives
    • C07J1/0011—Androstane derivatives substituted in position 17 by a keto group
    • 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J69/00—Steroids in which the cyclopenta(a)hydrophenanthrene skeleton has been modified by contraction of only one ring by one atom and expansion of only one ring by one atom
    • 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
    • C07J—STEROIDS
    • C07J71/00—Steroids in which the cyclopenta(a)hydrophenanthrene skeleton is condensed with a heterocyclic ring
    • C07J71/0036—Nitrogen-containing hetero ring
    • C07J71/0042—Nitrogen only

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  • 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

本发明属于有机合成领域，涉及一种皂苷的合成方法，具体涉及一种构建皂苷中糖苷键的方法，包括如下步骤：采用过量的醛糖或酮糖直接与苷元在适合的有机溶剂中，在酸性催化剂作用下，于30℃至回流温度下，反应得到目标产物皂苷。

Description

PCT国内申请，说明书已公开。

Claims (25)

  1. PCT国内申请，权利要求书已公开。
CN201480020337.7A 2013-12-06 2014-11-01 一种酸催化醛糖或酮糖直接与苷元反应制备皂苷的方法 Active CN105263945B (zh)

Priority Applications (1)

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CN201480020337.7A CN105263945B (zh) 2013-12-06 2014-11-01 一种酸催化醛糖或酮糖直接与苷元反应制备皂苷的方法

Applications Claiming Priority (4)

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CN201310645963 2013-12-06
CN2013106459632 2013-12-06
CN201480020337.7A CN105263945B (zh) 2013-12-06 2014-11-01 一种酸催化醛糖或酮糖直接与苷元反应制备皂苷的方法
PCT/CN2014/090134 WO2015081778A1 (zh) 2013-12-06 2014-11-01 一种皂苷的合成方法

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CN105263945A true CN105263945A (zh) 2016-01-20
CN105263945B CN105263945B (zh) 2017-05-03

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WO (1) WO2015081778A1 (zh)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN110878110A (zh) * 2018-09-06 2020-03-13 复旦大学 一种烯醇式糖苷的制备方法

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN104693266B (zh) * 2013-12-06 2018-03-23 扬州蓝色生物医药科技有限公司 一种改良的Fischer型糖苷化反应在构建皂苷中糖苷键的应用
CN115611964B (zh) * 2021-07-15 2024-02-06 沈阳药科大学 具有炎症性肠病治疗作用的乌苏酸皂苷、其衍生物及制备方法和应用
CN115010782B (zh) * 2022-05-12 2024-01-30 陕西中医药大学 熊果酸n-糖苷衍生物及其制备方法和应用
CN114950480B (zh) * 2022-07-06 2023-06-27 西北大学 一种碳基固体酸催化剂及其催化茶皂素制备茶皂苷元的方法
CN115057906B (zh) * 2022-07-28 2022-12-02 中节能万润股份有限公司 利用去氢表雄酮合成胆固醇的方法

Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1293200A (zh) * 2000-10-20 2001-05-02 中国科学院上海有机化学研究所 一种利用一步或两步随机化反应制备皂甙库的方法
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
CN102093460A (zh) * 2011-01-10 2011-06-15 武汉道一堂医药研究院 三萜皂苷化合物、其合成方法及其应用
CN102286063A (zh) * 2011-07-06 2011-12-21 南京泽朗医药科技有限公司 一种延龄草苷的制备方法
CN102755343A (zh) * 2012-08-08 2012-10-31 南京中医药大学 胡萝卜苷在制备促进神经干细胞增殖药物中的应用
CN104693266A (zh) * 2013-12-06 2015-06-10 于跃 一种皂苷的合成方法

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101735287B (zh) * 2009-12-11 2011-12-28 华东师范大学 一种2,3,4,6-四酰基吡喃葡萄糖的制备方法

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1293200A (zh) * 2000-10-20 2001-05-02 中国科学院上海有机化学研究所 一种利用一步或两步随机化反应制备皂甙库的方法
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
CN102093460A (zh) * 2011-01-10 2011-06-15 武汉道一堂医药研究院 三萜皂苷化合物、其合成方法及其应用
CN102286063A (zh) * 2011-07-06 2011-12-21 南京泽朗医药科技有限公司 一种延龄草苷的制备方法
CN102755343A (zh) * 2012-08-08 2012-10-31 南京中医药大学 胡萝卜苷在制备促进神经干细胞增殖药物中的应用
CN104693266A (zh) * 2013-12-06 2015-06-10 于跃 一种皂苷的合成方法

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN110878110A (zh) * 2018-09-06 2020-03-13 复旦大学 一种烯醇式糖苷的制备方法

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CN105263945B (zh) 2017-05-03

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