197149-66-9

Upstream product

• 108-98-5 thiophenol 
• 197149-64-7 isopropyl 10,11-epoxyundecanoate 
• 197149-65-8 isopropyl 10-hydroxy-11-phenylthioundecanoate 

Downstream Products

• 104840-02-0 (+/-)-(E)-13-hydroxy-10-oxo-11-octadecenoic acid 
• 197149-67-0 isopropyl 10-oxo-11-phenylsulfinylundecanoate 

Relevant academic research and scientific papers

Convenient synthesis of cytotoxic (11E)-13-hydroxy-10-oxooctadec-11-enoic acid from undec-10-enoic acid

(11E)-13-Hydroxy-10-oxooctadec-11-enoic acid 1 is conveniently synthesized via a Knoevenagel-type reaction of isopropyl 11-phenylsulfinyl-10-oxoundecanoate 2a (itself easily derived from undec-10-enoic acid) with heptanal to form the γ-hydroxyenone functi

Convenient formation of 4-hydroxyalk-2-en-1-one functionality via a Knoevenagel-type carbon chain elongation reaction of aldehyde with 1-arylsulfinylalkan-2-one

A highly functionalized four-carbon unit, 4-hydroxyalk-2-en-1-one functionality [R2CH(OH)CH= CHCOR1], was conveniently prepared by a reaction of an aldehyde (R2CH2CHO) with a 1-(arylsulfinyl)alkan-2-one [ArS(O)CH2COR1] in the presence of diethylamine (Knoevenagel condition). Other functional groups, such as carbonyl and hydroxy groups, in both of the alkyl chains (R1, R2) did not prevent this reaction. This reaction was used to conveniently prepare (±)-(11E)-13-hydroxy-10-oxooctadec-11-enoic acid (14), having cytotoxic activity, and its analogues from undec-10-enoic acid in good yield.