868127-82-6

Basic information

• Product Name: (3R)-[(R)-(4-benzyloxy-3-methoxyphenyl)(triisopropylsilyloxy)methyl]-4-butanolide
• Synonyms: (3R)-[(R)-(4-benzyloxy-3-methoxyphenyl)(triisopropylsilyloxy)methyl]-4-butanolide
• CAS NO: 868127-82-6
• Molecular Weight: 484.708
• Mol File: 868127-82-6.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (3R)-[(R)-(4-benzyloxy-3-methoxyphenyl)(triisopropylsilyloxy)methyl]-4-butanolide(CAS DataBase Reference)
• NIST Chemistry Reference: (3R)-[(R)-(4-benzyloxy-3-methoxyphenyl)(triisopropylsilyloxy)methyl]-4-butanolide(868127-82-6)
• EPA Substance Registry System: (3R)-[(R)-(4-benzyloxy-3-methoxyphenyl)(triisopropylsilyloxy)methyl]-4-butanolide(868127-82-6)

Safety Data

• Hazardous Substances Data: 868127-82-6(Hazardous Substances Data)

Downstream Products

• 939963-14-1 (2R,3R)-2-(4-benzyloxy-3-methoxybenzyl)-3-[(R)-(4-benzyloxy-3-methoxyphenyl)(triisopropylsilyloxy)methyl]-4-butanolide 
• 868127-84-8 (2S,3R)-2-[(S)-(4-benzyloxy-3-methoxyphenyl)(hydroxy)methyl]-3-[(R)-(4-benzyloxy-3-methoxyphenyl)(triisopropylsilyloxy)methyl]-4-butanolide 
• 53250-61-6 7-Oxomatairesinol 
• 347359-72-2 (2R,3R)-3-(4-benzyloxy-3-methoxybenzoyl)-2-(4-benzyloxy-3-methoxybenzyl)-4-butanolide 

Relevant articles and documents

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.