54810-59-2

Usage

Uses

Used in Perfumery and Personal Care Industry:
3,4-DIMETHOXYBENZYL MERCAPTAN is used as a fragrance ingredient for its ability to enhance the scent profile of perfumes and colognes, providing a long-lasting and appealing aroma.
Used in Food and Beverage Industry:
In the food and beverage sector, 3,4-DIMETHOXYBENZYL MERCAPTAN is utilized as a flavoring agent to impart a distinctive taste and aroma to various products.
Used in Chemical Industry:
3,4-DIMETHOXYBENZYL MERCAPTAN serves as a solvent in chemical processes, facilitating reactions and improving the efficiency of industrial operations.
Used in Manufacturing:
As a chemical intermediate, 3,4-DIMETHOXYBENZYL MERCAPTAN is crucial in the production of other chemical products, contributing to the synthesis of a range of compounds used across different industries.

Upstream product

• 7306-46-9 4-chloromethyl-1,2-dimethoxy-benzene 
• 54810-53-6 Isopropylamino-<3,4-dimethoxy-phenyl>-essigsaeure-nitril 
• 93-03-8 (3,4-dimethoxyphenyl)methanol 
• 1215294-71-5 3,4-dimethoxybenzyl ethanethioate 
• 120-14-9 3,4-dimethoxy-benzaldehyde 

Downstream Products

• 75155-61-2 hexakis-(3,4-dimethoxybenzylthiomethyl)benzene 
• 215384-79-5 3,4-dimethoxybenzyl 3,4-(methylenedioxy)benzyl sulfide 
• 215384-55-7 3,4-dimethoxybenzyl 3,4-(methylenedioxy)benzyl sulfoxide 

Relevant academic research and scientific papers

The thio-adduct facilitated, enzymatic kinetic resolution of 4-hydroxycyclopentenone and 4-hydroxycyclohexenone

The addition of 3,4-dimethoxybenzyl thiol 8, as a benzyl thiol surrogate, to racemic 4-hydroxycyclopent-2-enone 2 and 4-hydroxycyclohex-2-enone 15 gave the corresponding cis-adducts (±)-3-(3,4-dimethoxybenzylthio)-4- hydroxycyclopentanone 4b and (±)-3-(3,4-dimethoxybenzylthio)-4- hydroxycyclohexanone 16 with good diastereocontrol. In both cases, subsequent treatment with vinyl acetate, in the presence of a lipase enabled enantiomer resolution. Thus, (+)-16 and the acetate of its enantiomer, (-)-(1R,2S)-2-(3,4- dimethoxybenzylthio)-4-oxocyclohexyl acetate, (-)-17 were isolated in 98% enantiomeric excess. Based on the 1,4-dioxygenation pattern, (-)-17 can be used to prepare both enantiomers of 4-(tert-butyldimethylsilyloxy)cyclohex-2-enone 19. Firstly, saponification, with a sub-stoichiometric amount of NaOMe, followed by a one-pot silyl ether formation-sulfide elimination sequence gave (+)-19. Then using the same starting material a 6-step sequence, featuring a diastereoselective NaBH4 reduction and a Cope-type sulfoxide elimination, gave (-)-19.

Total synthesis of diverse carbogenic complexity within the resveratrol class from a common building block

Although biomimetic approaches have proven capable of converting resveratrol (1) concurrently into many of the more complex oligomers produced by plants throughout the world (such as 2-10), methods to access single members of the family have proven far more difficult to identify. Herein is described a strategy-level solution based on the use of a common building block, one distinct from Nature's starting material, that can participate in a variety of highly selective, reagent-controlled reaction cascades. These endeavors have led to the controlled synthesis of 25 natural products and analogues, molecules whose architectures encompass nearlyall the carbogenic diversity of the resveratrol family.