658706-47-9

Upstream product

• 500889-82-7 2-(4-allyl-2,6-dimethoxyphenoxy)acetic acid 
• 1395081-65-8 (1R,2R)-2-(4-allyl-2,6-dimethoxyphenoxy)-1-(3,4,5-trimethoxyphenyl)propane-1,3-diol 
• 1395081-68-1 (2R,3R)-2-(4-allyl-2,6-dimethoxyphenoxy)-3-hydroxy-3-(3,4,5-trimethoxyphenyl)propyl-4-methylbenzenesulfonate 
• 91-10-1 1,3-dimethoxy-2-hydroxy-benzene 
• 5438-54-0 1,3-dimethoxy-2-[(prop-2-en-1-yl)oxy]benzene 
• 487-12-7 isoelemicin 
• 916264-20-5 (1R,2R)-2-[2,6-dimethoxy-4-((E)-prop-1-enyl)-phenoxy]-1-(3,4,5-trimethoxyphenyl)propyl acetate 
• 657393-39-0 toluene-4-sulfonic acid (1S)-methyl-2-oxo-2-(3,4,5-trimethoxy-phenyl)-ethyl ester 
• 657393-37-8 (1S,2S)-1-(3,4,5-trimethoxyphenyl)propane-1,2-diol 
• 657393-38-9 (2S)-hydroxy-1-(3,4,5-trimethoxy-phenyl)-propan-1-one 
• 916264-32-9 Acetic acid (1R,2S)-2-hydroxy-1-(3,4,5-trimethoxy-phenyl)-propyl ester 
• 916264-18-1 (1R,2S)-1-acetoxy-1-(3,4,5-trimethoxyphenyl)-2-propyl methanesulfonate 
• 20675-95-0 (E)-2,6,-dimethoxy-4-(prop-1-en-1-yl)phenol 
• 6627-88-9 4-allyl-2,6-dimethoxyphenol 

Downstream Products

• 1027821-84-6 4-[(1R,2R)-2-Hydroxy-1-methyl-2-(3,4,5-trimethoxy-phenyl)-ethoxy]-3,5-dimethoxy-benzaldehyde 

Relevant academic research and scientific papers

A concise asymmetric synthesis of (-)-virolin, (-)-surinamensin,(-)- raphidecursinol B and (-)-polysphorin

Highly concise and general asymmetric syntheses of biologically important natural (-)-8,4-oxyneolignans [(-)-virolin, (-)-surinamensin, (-)-raphidecursinol B, and (-)-polysphorin] are reported. The key step in the synthesis is the Evan's syn-aldol reaction to achieve the adducts with the desired stereochemistry. The four biologically important plant metabolites were synthesized using two common intermediates. Georg Thieme Verlag Stuttgart · New York.

Streamlined, asymmetric synthesis of 8,4′-oxyneolignans

Highly direct, modular syntheses of several natural 8,4′- oxyneolignans [(-)-1, (+)-1, (-)-2, and (-)-3] and some related variants [(-)-26, (+)-26, (+)-27, and (-)-28] are reported. Utilizing (S)- or (R)-methyl lactate as the chiral sources, two complementary syn- or anti-oriented routes were designed, encompassing nine and five steps, which were carried out to deliver the targets in an enantiomerically pure form. The embodiment of the two independent aryl and aryloxy moieties onto the lactate frame was performed according to a diversity-oriented protocol from the common precursors, aldehydes 6 and ent-6 for the syn-oriented routes and mesyl esters 19 and ent-19 for the anti-oriented routes. These syntheses set the stage for the generation of a wide and diverse repertoire of 8,4′-oxyneolignan compounds and the broad biological interrogation of its members.

The synthesis of the anti-malarial natural product polysphorin and analogues using polymer-supported reagents and scavengers.

A general asymmetric route to both enantiomers of polysphorin has been developed. The route utilizes polymer-supported reagents, catalysts and scavengers to minimise the need for aqueous work-up and chromatography. This includes application of a method to scavenge 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) and a "catch-and-release" procedure to extract the resultant diol following Sharpless asymmetric dihydroxylation. A novel enzymatic selective protection and investigations of a new asymmetric dihydroxylation using microencapsulated osmium tetroxide were also investigated during the course of this study.