143105-97-9

Upstream product

• 67883-68-5 2,3,5-trimethyl-6-prop-2-enylbenzene-1,4-diol 
• 108-24-7 acetic anhydride 
• 36592-62-8 4-acetoxy-2,3,5-trimethylphenol 
• 127771-26-0 4‐(allyloxy)‐2,3,6‐trimethylphenyl acetate 
• 99337-35-6 3,5,6-trimethyl-1,4-hydroquinone diallyl ether 
• 700-13-0 Trimethylhydroquinone 

Downstream Products

• 84978-30-3 2',5'-diacetoxy-3',4',6'-trimethylphenylacetaldehyde 
• 143105-95-7 2',5'-diacetoxy-3',4',6'-trimethylphenylacetic acid 

Relevant academic research and scientific papers

Preparation of key intermediates for the syntheses of coenzyme Q10 and derivatives by cross-metathesis reactions

An alternative catalytic strategy for the preparation of benzylmethacrylate esters, key intermediates in the synthesis of coenzyme Q10 and derivatives, was reported. This strategy avoided undesirable stoichiometric reduction/oxidation processes by utilizi

A new route to vitamin E Key-intermediates by olefin cross-metathesis

Ru-Catalyzed olefin cross-metathesis (CM) has been successfully applied to the synthesis of several phytyl derivatives (2b, 2d-f, 3b) with a trisubstituted C=C bond, as useful intermediates for an alternative route to α-tocopheryl acetate (vitamin E acetate; 1b) (Scheme 1). Using the second-generation Grubbs catalyst RuCl2(C21H 26N2)(CHPh)PCy3, (Cy = cyclohexyl; 4a) and Hoveyda-Grubbs catalyst RuCl2(C21H26N 2){CH-C6H4(O-iPr)-2} (4b), the reactions were performed with various C-allyl (5a-f, 7a,b) and O-allyl (8a-d) derivatives of trimethylhydroquinone-1-acetate as substrates. 2,6,10,14-Tetramethylpentadec-1-ene (6a) and derivatives 6c-e of phytol (6b) as well as phytal (6f) were employed as olefin partners for the CM reactions (Schemes 2 and 5). The vitamin E precursors could be prepared in up to 83% isolated yield as (E/Z)-mixtures.