95177-35-8

Upstream product

• 13360-61-7 1-pentadecene 
• 108-98-5 thiophenol 
• 112-67-4 n-hexadecanoyl chloride 
• 629-72-1 pentadecyl bromide 
• 56-23-5 tetrachloromethane 
• 89025-67-2 N-palmitoxy-2-pyridinethione 
• 882-33-7 diphenyldisulfane 
• 89861-47-2 4-methyl-3-[(1-oxohexadecyl)oxy]-2(3H)-thiazolethione 

Downstream Products

• 411230-53-0 4-(2-benzenesulfonyl-hexadecanoyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester 
• 253787-80-3 4-(2-benzenesulfonyl-1-hydroxy-hexadecyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester 
• 411230-51-8 (pentadecane-1-sulfinyl)-benzene 
• 253787-79-0 pentadecyl phenyl sulfone 

Relevant academic research and scientific papers

A concise route to D-erythro-sphingosine from N-Boc-L-serine derivatives via sulfoxide or sulfone intermediates

Sulfoxide and sulfone intermediates 7 and 15, respectively, were employed to synthesize synthons 3 and 4, which are readily converted to the naturally occurring (2S,3R,4(E))-sphingosine 1 and (2S,3R)-sphinganine 2.

THE INVENTION OF NEW RADICAL CHAIN REACTIONS. PART XIII. HIGH YIELDING DECARBOXYLATIVE CHALCOGENATION OF ALIPHATIC AND ALICYCLIC ACIDS

Irradiation with a tungsten lamp of mixed anhydrides (e.g. 8) derived from aliphatic or alicyclic carboxylic acids and N-hydroxy-2-pyridine thione 3 in the presence of a disulphide, diselenide or ditelluride gives the corresponding chalcogenide (e.g. 9, 10, or 11) in high yield.The process involves a radical decarboxylation followed by SH2 reaction of the intermediate carbon radical on the dichalcogenide.

THE INVENTION OF RADICAL REACTIONS. PART XV. SOME MECHANISTIC ASPECTS OF THE DECARBOXYLATIVE REARRANGEMENT OF THIOHYDROXAMIC ESTERS

Esters (mixed anhydrides) derived from aliphatic or alicyclic carboxylic acids (RCO2H) and thiohydroxamic acids 2 or 3 undergo a thermally or photochemically induced radical chain reaction to give sulphides 4 with loss of carbon dioxide.On irradiation at low temperature however, the chain reaction is essentially suppressed.Under these conditions moderate to good yields of dimers R-R are obtained from primary acids.The mechanistic and synthetic implications of these observations are discussed.

NEW DECARBOXYLATIVE CHALCOGENATION OF ALIPHATIC AND ALICYCLIC CARBOXYLIC ACIDS.

Thiohydroxamic-carboxylic mixed anhydrides can be decarboxylated in the presence of diaryl disulphides, diselenides and ditellurides to give sulphides, selenides and tellurides respectively in reasonable to good yield.