3569-00-4

Upstream product

• 528-63-2 all-cis-3,4-dimethyl-2,5-bis(3,4-dimethoxyphenyl)tetrahydrofuran 
• 50393-85-6 nectandrin-B 
• 77-78-1 dimethyl sulfate 

Downstream Products

• 521-54-0 (±)-galbulin 
• 521-54-0 (±)-isogalbulin 
• 6399-14-0 4α-(3,4-dimethoxyphenyl)-2α,3β-dimethyl-6,7-dimethoxy-1-tetralone 

Relevant academic research and scientific papers

Bioinspired total synthesis of tetrahydrofuran lignans by tandem nucleophilic addition/redox isomerization/oxidative coupling and cycloetherification reactions as key steps

A very short three-step approach to trans,trans,trans-2,5-diaryl-3,4-dimethyltetrahydrofuran lignans is reported. The carbon skeleton is assembled in a single step based on an unprecedented tandem reaction consisting of 1,2-addition of aryllithium reagents to α,β-unsaturated aldehydes, ruthenium-catalyzed redox isomerization of the resulting alkoxides to enolates and their dimerization triggered by single electron oxidation. The resulting 2,3-dialkyl-1,4-diketones form with moderate to good d/l-diastereoselectivity and are transformed to the target tetrahydrofuran lignans by reduction and diastereoselective cycloetherification.

Total synthesis of cyclogalgravin and its dicarboxyl analog using sc(otf)3-mediated highly diastereoselective ring expansion of 1-(arylhydroxymethyl)cyclopropanecarboxylates

The total synthesis of cyclogalgravin and its dicarboxyl analog was achieved by using the SmI2-promoted Reformatsky type reaction and Sc(OTf)3-mediated diastereoselective ring expansion as key steps.

Collective synthesis of several 2,7′-cyclolignans and their correlation by chemical transformations

Collective synthesis of anti-malarial 2,7′-cyclolignans has been stereoselectively achieved employing (±)-cyclogalgravin (2) as a linchpin through a series of functional group conversions, including redox reactions. Interestingly, 2 can be correlated with

Synthesis of magnoshinin and cyclogalgravin: Modified stobbe condensation reaction

The development of new methods for lignan synthesis is reported. A recently reported method for the preparation of 1-aryl-1,2-dihydronaphthalenes is exploited to prepare magnoshinin, a naturally occurring lignan, and cyclogalgravin (3,4-dehydrogalbulin), a derivative of a natural lignan.

Structure of Malabaricanol - A Lignan from the Aril of Myristica malabarica Lam.

Malabaricanol, a lignan isolated from Myristica malabarica has been assigned the structure as β,β'-dimethyl-α,α'-bis(4-hydroxy-3-methoxyphenyl)tetrahydrofuran by spectroscopic and chemical methods.