106972-94-5

Upstream product

• 1600528-84-4 p-tolyl 6-O-[(E)-3,4-bis-(O-tert-butyldimethylsilyl)-caffeoyl]-3-O-allyl-2,4-di-O-(2-naphthyl)methyl-1-thio-β-D-glucopyranoside 
• 1600528-86-6 2-[3,4-bis(tert-butyldimethylsilyloxy)phenyl]ethyl-6-O-[(E)-3,4-bis-(O-tert-butyldimethylsilyl)caffeoyl]-3-O-allyl-2,4-di-O-(2-naphthyl)methyl-β-D-glucopyranose 
• 1600528-97-9 p-tolyl 3-O-allyl-2,4-di-O-(2-napthyl)methyl-1-thio-β-D-glucopyranoside 
• 203118-32-5 (E)-3-(3,4-bis((tert-butyldimethylsilyl)oxy)phenyl)acrylic acid 
• 1600528-95-7 C₁₆H₂₂O₅S 
• 25379-88-8 2-(3,4-dihydroxyphenyl)acetic acid methyl ester 
• 246872-14-0 methyl [3,4-bis(tert-butyldimethylsilyloxy)phenyl]acetate 
• 83-87-4 D-glucose pentaacetate 
• 331-39-5 caffeic acid 
• 210890-98-5 3,4-di(t-butyldimethylsilyloxy)-cinnamoyl chloride 
• 246872-15-1 2-[3,4-bis(tert-butyldimethylsilyloxy)phenyl]ethanol 

Downstream Products

• 2280-44-6 D-Glucose 
• 331-39-5 caffeic acid 
• 3843-74-1 Methyl caffeate 
• 76873-99-9 β-(3,4-dihydroxyphenyl)-ethyl-O-β-D-glucopyranoside 
• 50-99-7 D-glucose 

Relevant academic research and scientific papers

Short synthesis of phenylpropanoid glycosides calceolarioside-B and eutigoside-A

A convenient 4-step synthesis of calceolarioside-B 1 and eutigoside-A 2 in high overall yield is described. The key step involved the regioselective, Me2SnCl2-catalyzed O-6 acylation of unprotected 2-phenylethyl-β-D-glucosides 5a–b with cinnamoyl chlorides 6a–b in excellent yields. Acylation at O-6 is selective with the acid chlorides used. This work serves as a model for the convenient synthesis of phenylpropanoid glycosides acylated at O-6.

A general synthetic strategy and the anti-proliferation properties on prostate cancer cell lines for natural phenylethanoid glycosides

A general strategy for the synthesis of phenylethanoid glycosides (PhG) including echinacoside 1, acteoside 2, calceolarioside-A 3 and calceolarioside-B 4 is reported. The strategy features the application of low substrate concentration glycosylation and N-formyl morpholine modulated glycosylation methods for the construction of 1,2-trans β- and α-glycosidic bonds. The reported strategy does not invoke the use of the participatory acyl protecting function, which is incompatible with the ester function present in target PhG compounds. A preliminary study of the anti-proliferation properties of the PhG compounds 1-4 was performed; the acteoside 2 exhibited the best inhibition on the prostatic cancer cell proliferation. This journal is the Partner Organisations 2014.