479353-40-7

Upstream product

• 53101-49-8 (R)-trolox 
• 100-39-0 benzyl bromide 
• 53101-51-2 (-)-6-benzyloxy-2,5,7,8-tetramethylchromane-2-carboxylic acid 
• 210174-90-6 methyl-6-(benzyloxy)-2,5,7,8-tetramethyl-3,4-dihydro-2H-chromene-2-carboxylate 
• 86646-83-5 methyl 6-hydroxy-2,5,7,8-tetramethylchroman-2-carboxylate 
• 56305-04-5 trolox 
• 163180-79-8 (2R)-6-hydroxy-2-hydroxymethyl-2,5,7,8-tetramethyl-chroman 
• 105857-77-0 2,2-Bis-hydroxymethyl-5,7,8-trimethyl-chroman-6-ol 
• 358-23-6 trifluoromethylsulfonic anhydride 
• 188416-16-2 (R)-(+)-6-benzyloxy-2,5,7,8-tetramethyl-3,4-dihydro-2H-1-benzopyran-2-ylmethanol 
• 479353-39-4 Acetic acid (R)-6-methanesulfonyloxy-2-methanesulfonyloxymethyl-5,7,8-trimethyl-chroman-2-ylmethyl ester 
• 479353-37-2 Acetic acid (S)-6-hydroxy-2-hydroxymethyl-5,7,8-trimethyl-chroman-2-ylmethyl ester 

Downstream Products

• 24960-03-0 (S)-2,5,7,8-tetramethyl-2-((3E,7E)-4,8,12-trimethyltrideca-3,7,11-trien-1-yl)chroman-6-ol 
• 18920-63-3 vitamin E 
• 79434-83-6 (2S,4’R,8’S)-α-tocopherol 
• 79434-82-5 (2S,4’S,8’R)-α-tocopherol 
• 77171-97-2 α-tocopherol 
• 479353-41-8 (2R)-6-(benzyloxy)-2,5,7,8-tetramethyl-2-((3E,7E)-4,8,12-trimethyl-2-(phenylsulfonyl)trideca-3,7,11-trien-1-yl)chromane 

Relevant academic research and scientific papers

CHINONE-, HYDROCHINOME- AND NAPHTHOCHINONE-ANALOGUES OF VATIQUIONE FOR TREATMENT OF MITOCHONDRIAL DISORDER DISEASES

The disclosure provides therapeutic compositions (i.e., therapeutic agents) and methods of preventing or treating Friedreich's ataxia in a mammalian subject, reducing risk factors, signs and/or symptoms associated with Friedreich's ataxia (e.g. Complex I deficiency), and/or reducing the likelihood or severity of Friedreich's ataxia. The disclosure further provides novel intermediates for the production of said therapeutic compositions and related reduced versions of said therapeutic compositions, which reduce forms may also be used as therapeutic agents (or prodrugs of the therapeutic agent(s)).

A Simple 13C NMR Method for the Discrimination of Complex Mixtures of Stereoisomers: All Eight Stereoisomers of α-Tocopherol Resolved

A simple one-dimensional 13C NMR method is presented to discriminate between stereoisomers of organic compounds with more than one chiral center. By means of this method it is possible to discriminate between all eight stereoisomers of α-tocopherol. To achieve this the chiral solvating agent (S)-(+)-1-(9-anthryl)-2,2,2-trifluoroethanol and the compound of interest were dissolved in high concentrations in chloroform-d, and the nuclear magnetic resonance (NMR) spectrum was recorded at a low temperature. The individual stereoisomers of α-tocopherol were assigned by spikes of the reference compounds. The method was also applied to six other representative examples.

Chemoenzymatic synthesis of both enantiomers of α-tocotrienol

The stereoselective acylation of the achiral chromanedimethanol derivative 1 by vinyl acetate in the presence of Candida antarctica lipase B gave the (S)-monoester 2 in high enantiomeric purity (ee ≥ 98%). Enzymatic hydrolysis of diesters of compound 1 failed to give (R)-monoester 2 in good yield and high ee. Thus, both enantiomers of α-tocotrienol were synthesized from the (S)-monoester 2.

Synthesis of (S)-α-tocotrienol via an enzymatic desymmetrization of an achiral chroman derivative

The stereoselective acylation of an achiral chromandimethanol derivative by vinyl acetate in the presence of Candida antarctica lipase in organic media gave the corresponding (S)-monoester in high enantiomeric purity (ee=98%). (S)-α-Tocotrienol was synthe