147238-49-1

Upstream product

• 109-87-5 Dimethoxymethane 
• 105984-90-5 3-Fluoro-2-hydroxypropyl 4-methylphenyl sulphoxide 
• 114107-02-7 (2S,R_S)-β-fluoromethyl-β-hydroxy sulfoxide 

Downstream Products

• 124568-36-1 Trifluoro-acetic acid 3-fluoro-2-methoxymethoxy-1-p-tolylsulfanyl-propyl ester 
• 147238-44-6 (R)-1-benzyloxy-3-fluoro-2-methoxymethoxypropane 

Relevant academic research and scientific papers

Optically pure and fluoro substituted acyclovir analogues

1',2'-Seco-2'-nor-nucleosides carrying a fluorine atom, instead of hydroxyl group, on C-3' are synthesized in enantiomerically pure form, starting from (2S)-1-fluoro-3-(R)-[(4-methylphenyl)sulfinyl]-2-propranol.

Homochiral Fluoro-organic Compounds. Part 12. α-Hydroxy β-Fluoro Aldehydes and Esters, Fluoro Epoxides and Glycols from Fluorinated Sulphinyl Chirons

α-Fluoro α'-sulphinyl ketones carrying an α'-alkyl or α'-aryl substituent have been reduced with high 1,2- or 1,3-induced diastereoselectivity to give the corresponding α-fluoro α'-sulphinyl secondary alkohols.The chiral sulphinyl auxiliary agent was removed by first selective reduction to a thio group, then by methylation to a sulphonium ion and finally through SN2 removal by the adjacent secondary alcohol.It is therefore possible to obtain, in an optically pure form, α-fluoro epoxides which are chiral at both the carbon atoms of the oxirane ring, or at the α-fluorinated carbon and at adjacent oxirane carbon.Furthermore, homochiral α-fluorinated vicinal glycols, β-fluoro α-hydroxy aldehydes, and β-fluoro α-hydroxy esters, which may contain the fluorohydrin moiety with syn or anti relative stereochemistry, have been obtained in an optically pure form from the corresponding α-fluoro α'-sulphinyl secondary alcohols by use of the varied reactivity of the sulphinyl group.