39032-08-1

Upstream product

• 60037-43-6 2-(4-acetoxyphenyl)ethanol 
• 6919-96-6 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide 
• 104-01-8 4-Methoxyphenylacetic acid 
• 156-38-7 4-hydroxyphenylacetate 
• 501-94-0 p-hydroxyphenethyl alcohol 
• 14199-15-6 Methyl 4-hydroxyphenylacetate 
• 824-94-2 p-methoxybenzyl chloride 
• 38177-33-2 (4-acetoxyphenyl)acetic acid 
• 572-09-8 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide 

Downstream Products

• 10338-51-9 Salidroside 
• 28251-63-0 tetraacetyl salidroside 
• 40661-45-8 cornoside 
• 40593-03-1 Acetic acid (2R,3R,4S,5R,6R)-3,5-diacetoxy-2-acetoxymethyl-6-[2-(1-hydroxy-4-oxo-cyclohexa-2,5-dienyl)-ethoxy]-tetrahydro-pyran-4-yl ester 
• 123563-44-0 rengyoside B 

Relevant academic research and scientific papers

Preparation method of natural product salidroside

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.

A selective and mild glycosylation method of natural phenolic alcohols

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.

Synthesis of 13C-labeled possible intermediates in the biosynthesis of phenylethanoid derivatives, cornoside and rengyosides

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.