- Preparation method of natural product salidroside
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The invention provides a new method for total synthesis preparation of salidroside. The method is characterized by comprising the following steps: reacting glucose pentaacetate (I) with 4-acetoxy phenethyl alcohol (II) in an organic solvent under the catalysis of a catalyst MXbLc to obtain 2-(4-acetoxyphenyl)-ethyl-(2,3,4,6-O-tetraacetyl)-beta-D-glucopyranoside (III); and performing deacetylation protection on the 2-(4-acetoxyphenyl)-ethyl-(2,3,4,6-O-tetraacetyl)-beta-D-glucopyranoside (III) to obtain salidroside.
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Paragraph 0074-0075
(2017/07/08)
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- A selective and mild glycosylation method of natural phenolic alcohols
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Several bioactive natural p-hydroxyphenylalkyl β-D-glucopyranosides, such as vanillyl β-D-glucopyranoside, salidroside and isoconiferin, and their glycosyl analogues were prepared by a simple reaction sequence. The highly efficient synthetic approach was achieved by utilizing acetylated glycosyl bromides as well as aromatic moieties and mild glycosylation promoters. The aglycones, p-O-acetylated arylalkyl alcohols, were prepared by the reduction of the corresponding acetylated aldehydes or acids. Various stereoselective 1,2-trans-O-glycosylation methods were studied, including the DDQ-iodine or ZnO-ZnCl2 catalyst combination. Among them, ZnO-iodine has been identified as a new glycosylation promoter and successfully applied to the stereoselective glycoside synthesis. The final products were obtained by conventional Zemplén deacetylation.
- Mastihubová, Mária,Poláková, Monika
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supporting information
p. 524 - 530
(2016/04/08)
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- Synthesis of 13C-labeled possible intermediates in the biosynthesis of phenylethanoid derivatives, cornoside and rengyosides
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In order to clarify the biosynthetic pathway of C6-C2 unit compounds containing salidroside, cornoside, and rengyosides A and B in oleaceous plants, 13C-labeled putative precursors, 4-hydroxyphenylethanol, salidroside and cornoside, were prepared.
- Kuwajima, Hiroshi,Takai, Yoshitaka,Takaishi, Kiyokazu,Inoue, Kenichiro
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p. 581 - 586
(2007/10/03)
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