865872-71-5

Upstream product

• 865872-70-4 (2S)-2-[(S)-(4-benzyloxy-3-methoxyphenyl)(triisopropylsilyloxy)methyl]-4-penten-1-ol 
• 3282-30-2 pivaloyl chloride 
• 104266-88-8 (4S)-4-benzyl-3-pent-4-enoyl-1,3-oxazolidin-2-one 
• 2426-87-1 3-methoxy-4-(phenylmethoxy)benzaldehyde 
• 865872-69-1 (4S)-4-benzyl-3-{(R)-2-[(S)-(4-benzyloxy-3-methoxyphenyl)(triisopropylsilyloxy)methyl]-4-pentenoyl}-2-oxazolidinone 
• 865872-68-0 (4S)-4-benzyl-3-{(R)-2-[(S)-(4-benzyloxy-3-methoxyphenyl)(hydroxy)methyl]-4-pentenoyl}-2-oxazolidinone 

Downstream Products

• 865872-75-9 (2R,3S,4S)-4-(4-benzyloxy-3-methoxyphenyl)-2-(3,4-dimethoxybenzyl)-2-hydroxy-3-pivaloyloxymethyl-4-butanolide 
• 913625-60-2 2,2-dimethyl-propionic acid 2-(4-benzyloxy-3-methoxy-phenyl)-4-[(3,4-dimethoxy-phenyl)-hydroxy-methyl]-5-oxo-tetrahydro-furan-3-ylmethyl ester 
• 913625-59-9 2,2-dimethyl-propionic acid 2-(4-benzyloxy-3-methoxy-phenyl)-4-(3,4-dimethoxy-benzylidene)-5-oxo-tetrahydro-furan-3-ylmethyl ester 
• 865872-72-6 (2S)-2-[(S)-(4-benzyloxy-3-methoxyphenyl)(triisopropylsilyloxy)methyl]-3-formylpropyl pivaloate 
• 865872-76-0 (2R,3S,4R)-2-(4-benzyloxy-3-methoxyphenyl)-4-(3,4-dimethoxybenzyl)-4-hydroxy-3-hydroxymethyltetrahydrofuran 
• 865872-79-3 (2R,3S,4R)-2-(4-benzyloxy-3-methoxyphenyl)-4-(3,4-dimethoxybenzyl)-3-hydroxymethyltetrahydrofuran 
• 868128-07-8 2,2-dimethyl-propionic acid 2-(4-benzyloxy-3-methoxy-phenyl)-5-hydroxy-tetrahydro-furan-3-ylmethyl ester 
• 865872-73-7 (3S,4S)-4-(4-benzyloxy-3-methoxyphenyl)-3-pivaloyloxymethyl-4-butanolide 

Relevant academic research and scientific papers

Synthesis and antioxidant activity of olivil-type lignans

Olivil-type lignans, an enantiomeric type of natural olivil, were synthesized for the first time to evaluate the relationship between the structure of olivil and its antioxidant activity. A comparison of the antioxidant activity with that of other synthesized tetrahydrofuran lignans indicated reduced activity with the tertiary hydroxy group. A different effect of the two phenolic groups of olivil on the antioxidant activity was also observed.

Effect of benzylic oxygen on the antioxidant activity of phenolic lignans

It has been clarified in the present investigation that a high degree of oxidation at the benzylic position of phenolic lignans bearing a 4-hydroxy-3-methoxybenzyl group reduces their antioxidant activity and that the antioxidant activity of the bis(4-hydroxy-3-methoxybenzyl)tetrahydrofuran lignan 2 is higher than that of the corresponding y-butyrolactone lignan 1. This was demonstrated by comparing the antioxidant activities of compounds 1 and 2 with those of the (benzyl)(hydroxybenzyl)tetrahydrofurans 3 and 4, the bis(hydroxybenzyl)tetrahydrofurans 7 and 8, the (benzoyl)(benzyl)tetrahydrofuran 6, and the dibenzoyltetrahydrofuran 9. The activity level of compound 2 was approximately the same potency as that of the tetrahydronaphthalene- tetrahydrofuran 5. These compounds possess either a 4-hydroxy-3-methoxybenzyl group or a 4-hydroxy-3-methoxybenzoyl group as the benzyl or benzoyl group. An examination of radical scavenging activity showed differences of activity between diastereomers. To make this comparison possible, compounds 1-9 were synthesized using new synthetic routes for several of these lignans. In this investigation, stereoisomers of the (benzyl)(hydroxybenzyl)tetrahydrofurans 3 and 4 and liovils 7 and 8 were synthesized for the first time.