107585-47-7

Basic information

• Product Name: 1-[2-(3,4-Dihydroxyphenyl)ethenyl]guanidine
• Synonyms: 1-[2-(3,4-Dihydroxyphenyl)ethenyl]guanidine;Tubastrine
• CAS NO: 107585-47-7
• Molecular Formula: C₉H₁₁N₃O₂
• Molecular Weight: 0
• Mol File: 107585-47-7.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-[2-(3,4-Dihydroxyphenyl)ethenyl]guanidine(CAS DataBase Reference)
• NIST Chemistry Reference: 1-[2-(3,4-Dihydroxyphenyl)ethenyl]guanidine(107585-47-7)
• EPA Substance Registry System: 1-[2-(3,4-Dihydroxyphenyl)ethenyl]guanidine(107585-47-7)

Safety Data

• Hazardous Substances Data: 107585-47-7(Hazardous Substances Data)

Upstream product

• 331-39-5 caffeic acid 
• 203118-32-5 (E)-3-(3,4-bis((tert-butyldimethylsilyl)oxy)phenyl)acrylic acid 

Downstream Products

• 107585-48-8 4-[2-(4,6-Dimethyl-pyrimidin-2-ylamino)-ethyl]-benzene-1,2-diol 
• 78406-92-5 1-(3,4-dihydroxyphenethyl)guanidine 
• 107585-46-6 4-(2,2-Dimethoxy-ethyl)-benzene-1,2-diol 
• 107585-49-9 Acetic acid 2-acetoxy-4-((E)-2-guanidino-vinyl)-phenyl ester 

Relevant articles and documents

Total synthesis of tubastrine and 3-dehydroxy tubastrine by microwave-assisted cross-coupling reactions

The first syntheses of tubastrine and 3-dehydroxy tubastrine are described. The target compounds were prepared in four consecutive steps from commercially available starting materials. The central scaffold was formed by a microwave-assisted C-N cross-coupling reaction between 1,3-bis(tert-butoxycarbonyl)-guanidine and (E)-((4-(2-iodovinyl)-1,2-phenylene)bis(oxy))bis(tert-butyldimethylsilane) and (E)-tert-butyl(4-(2-iodovinyl)phenoxy)-dimethylsilane, respectively. The aryl vinyl iodides were obtained by a Hunsdiecker-Borodin-type reaction of aryl acrylic acids, which were easily available from trans-caffeic acid or trans-p-coumaric acid.