180304-57-8

Upstream product

• 653-37-2 perfluorobenzaldehyde 
• 143-33-9 sodium cyanide 
• 18162-48-6 tert-butyldimethylsilyl chloride 

Downstream Products

• 184007-39-4 (+/-)-2-(tert-butyldimethylsiloxy)-1,2-bis(pentafluorophenyl)ethan-1-one 
• 184007-38-3 (+/-)-erythro-1,2-bis(pentafluorophenyl)ethane-1,2-diol 
• 180304-58-9 2-(tert-Butyl-dimethyl-silanyloxy)-1,2-bis-pentafluorophenyl-ethylideneamine 

Relevant academic research and scientific papers

Lipase-catalyzed transesterification of 2-hydroxy-2- (pentafluorophenyl)acetonitrile leading to (1R,2R)-and (1S,2S)-bis (pentafluorophenyl)ethane-1,2-diol

Optically pure (IR,2R)- and (1S,2S)-1,2-bis(pentafluorophenyl)ethane- 1,2-diol (1) were synthesized from key intermediates (R)- and (S)-2-hydroxy- 2-(pentafluorophenyl)acetonitrile (2), both of which were prepared by the lipase LIP-catalyzed transesterification (E - 465). The absolute configuration of (S)-2 was determined by X-ray structural analysis after transformation into (S)-a-cyano-2,3,4,5,6-pentafluorobenzyl (S)-6-methoxy-a- methyl-2-naphthaleneacetate (S,S)-9. In addition, the crystal structure of (S,S)-9 has an interesting well-ordered packing pattern which shows face-to- face stacking interactions and end-to-end parallel contacts between the pentafluorophenyl and 6-methoxynaphthyl groups of the adjacent molecules.

Synthesis of enantiomerically pure (1R,2S)- and (1S,2R)-2-amino-1,2-bis(pentafluorophenyl)ethanols

Enantiomerically pure (1R,2S)- and (1S,2R)-2-amino-1,2-bis(pentafluorophenyl)-ethanols 1a and 1b have been prepared from (±)-2-(t-butyldimethylsiloxy)-2-(pentafluorophenyl)acetonitrile in three steps involving resolution of (±)-1 by salt formation with D-