551-30-4

Basic information

• Product Name: Diasesamin
• Synonyms: Diasesamin
• CAS NO: 551-30-4
• Molecular Weight: 354.359
• Mol File: 551-30-4.mol
• Article Data: 32

Chemical Properties

• CAS DataBase Reference: Diasesamin(CAS DataBase Reference)
• NIST Chemistry Reference: Diasesamin(551-30-4)
• EPA Substance Registry System: Diasesamin(551-30-4)

Safety Data

• Hazardous Substances Data: 551-30-4(Hazardous Substances Data)

Upstream product

• 17680-04-5 (3,4-methylenedioxy)phenylmagnesium bromide 
• 133-03-9 2-exo,6-exo-bis(3',4'-methylenedioxyphenyl)-3,7-dioxabicyclo[3.3.0]octane 
• 120-57-0 piperonal 
• 81581-37-5 2,3-bis(hydroxymethyl)-1,4-bis(3,4-methylenedioxyphenyl)butane-1,4-diol 
• 7647-01-0 hydrogenchloride 
• 64-17-5 ethanol 
• 58095-76-4 (E)-3-(benzo[d][1,3]dioxol-5-yl)prop-2-en-1-ol 
• 67911-75-5 (E)-5-(3-bromoprop-1-en-1-yl)benzo[d][1,3]dioxole 
• 111465-33-9 (-)-Epiasarinin 
• 133-04-0 episesamin 
• 15930-53-7 6-bromo-3,4-methylenedioxybenzaldehyde 

Downstream Products

• 133-03-9 sesamin 
• 24563-03-9 (-)-dihydrocubebin 
• 133-03-9 2-endo,6-endo-bis(3',4'-methylenedioxyphenyl)-3,7-dioxabicyclo[3.3.0]octane 
• 133-03-9 rac-(1R,2R,5R,6S)-2,6-bis(3,4-methylenedioxyphenyl)-3,7-dioxabicyclo[3.3.0]octane 
• 2620-44-2 5-nitro-1,3-benzodioxole 
• 4375-03-5 (–)-eudesmin 
• 526-06-7 eudesmine 
• 133-04-0 episesamin 
• 133-03-9 sesamin 
• 133644-85-6 (2S,3R,4R)-3-hydroxymethyl-4-(3,4-methylenedioxybenzyl)-2-(3,4-methylenedioxyphenyl)tetrahydrofuran 
• 1105568-81-7 C₁₉H₁₈O₆ 
• 340167-81-9 C₁₈H₁₈O₆ 
• 340167-83-1 (7α,7'β,8α,8'α)-3,4-dihydroxy-3',4'-methylenedioxy-7,9':7',9-diepoxylignane 
• 1105568-81-7 (1R,2S,5R,6S)-6-(3,4-dihydroxyphenyl)-2-(3,4-methylenedioxyphenyl)-3,7-dioxabicyclo-[3,3,0]octane 

Relevant articles and documents

Synthesis of Lignans Based on a Borate-mediated One-pot Sequential Suzuki-Miyaura Coupling of Cyclic Boranes

Lignans are a group of polyphenolic phytochemicals that possess a large spectrum of chemical structures and biological activities. Here the syntheses of lignans – anwulignan, burseran, dehydroxycubebin, ruburisandrin B, and sesamin – are achieved based on a borate-mediated one-pot sequential Suzuki-Miyaura coupling of cis- and trans-fused bicyclic boranes, which were prepared by diastereoselective cyclic hydroboration of exo-cyclic diene with cyclopentyl- and thexylboranes, respectively. A one-pot sequential Suzuki-Miyaura coupling of each cyclic borate with various aryl bromides initiated by activation of the cyclic borane with the carbon nucleophile provided 2,3-dibenzylbutane derivatives with different aromatic substituents. Finally, the syntheses of naturally occurring lignans were accomplished in several steps from the products of Suzuki-Miyaura coupling.

Chromatography-free “two-pots” asymmetric total synthesis of (+)-sesamin and (+)-aschantin

A gram-scale chromatography-free asymmetric total synthesis of both homo- and heterobiaryl furofuran lignans containing at least one methylenedioxy phenyl unit such as (+)-sesamin and (+)-aschantin is accomplished in “two-pots” from easily accessible enantiopure lactone involving four steps in high overall yields. Steps- and pot economy are the key advantages of the protocol. Additionally, the bromo-functionality of the intermediates is useful for late stage functionalization.

Electochemical asymmetric dimerization of cinnamic acid derivatives and application to the enantioselective syntheses of furofuran lignans

A new electrochemical method for the asymmetric oxidative dimerization of cinnamic acid derivatives has been developed. This method enabled the enantioselective syntheses of furofuran lignans, yangambin, sesamin and eudesmin.