528606-20-4

Upstream product

• 1260083-80-4 (R)-3-[(R)-3-(2,5-dimethoxy-4-methylphenyl)butanoyl]-4-phenyloxazolidin-2-one 
• 1408162-70-8 C₁₅H₂₂O₄ 
• 323195-85-3 Ethyl (2E)-3-(2,5-dimethoxy-4-methylphenyl)but-2-enoate 
• 13720-58-6 1-(2,5-Dimethoxy-4-methyl-phenyl)-ethanone 
• 126570-34-1 2-(2,5-Dimethoxy-4-methyl-phenyl)-propan-2-ol 
• 38844-21-2 2-(2,5-dimethoxy-4-methylphenyl)propan-1-ol 
• 39701-09-2 1,4-dimethoxy-2-methyl-5-(prop-1-en-2-yl)benzene 
• 528606-13-5 (S)-2-(2,5-dimethoxy-4-methylphenyl)propan-1-ol 
• 528606-17-9 (R)-3-(2,5-Dimethoxy-4-methyl-phenyl)-butyronitrile 

Downstream Products

• 528605-98-3 (R)-1-(methoxymethoxy)-2-methyl-4-(2-methylbut-3-en-2-yloxy)-5-(pent-4-en-2-yl)benzene 
• 1313051-72-7 (R)-3-(2,5-dimethoxy-4-methylphenyl)butanoic acid 
• 528606-02-2 4-Methoxymethoxy-5-methyl-2-((R)-1-methyl-but-3-enyl)-phenol 

Relevant academic research and scientific papers

Highly enantioselective iridium-catalyzed hydrogenation of α,β-unsaturated esters

α,β-Unsaturated esters have been employed as substrates in iridium-catalyzed asymmetric hydrogenation. Full conversions and good to excellent enantioselectivities (up to 99 % ee) were obtained for a broad range of substrates with both aromatic- and aliphatic substituents on the prochiral carbon. The hydrogenated products are highly useful as building blocks in the synthesis of a variety of natural products and pharmaceuticals. Asymmetric hydrogenation: A variety of α,β-unsaturated esters were hydrogenated with high enantioselectivities (see scheme). The hydrogenated products have been used in synthetic transformations as well as in formal total syntheses. Copyright

Lipase-mediated resolution of substituted 2-aryl-propanols: Application to the enantioselective synthesis of phenolic sesquiterpenes

A comprehensive study of the lipase-mediated resolution of substituted 2-aryl-propanols is reported. The latter alcohols were submitted to the irreversible acetylation catalyzed either by PPL, CRL, or lipase PS. The enantioselectivity of these transformations was dependent on the type of lipase used. The type of substituents and particularly their position on the aromatic ring strongly affected the selectivity of the reaction. The experiments described prove that PPL is the more versatile lipase catalyzing the acetylation with an enantiomeric ratio (E) value that ranges from 1 up to 144, depending on the substrate used. Conversely, the same transformations were catalyzed by CRL and lipase PS with an enantiomeric ratio value, which is always less than 5. The remarkable behavior of PPL was exploited in the large scale resolution of some substituted 2-aryl-propanols whose enantiomeric forms are relevant building blocks in the enantioselective synthesis of phenolic sesquiterpenes. By these means, the synthesis of (S)-turmeronol B and the formal syntheses of (R)-curcumene, (R)-curcuphenol, (R)-xanthorrhizol, and (R)-curcuhydroquinone were accomplished.

An efficient total synthesis of (+)-heliannuol D

An efficient total synthesis of (+)-heliannuol D was accomplished in 14 steps and in 12% overall yield by employing a diastereoselective conjugate addition reaction to create a tertiary benzylic stereogenic center and simple assembly of the functionalized oxepane framework by an efficient one-pot transformation procedure as the key steps.

Enantioselective total synthesis of (-)-heliannuol A

An efficient and enantiocontrolled total synthesis of (-)-heliannuol A has been accomplished by employing ring closing metathesis and sequential diastereoselective epoxidation and regioselective reductive cleavage of the epoxide ring.