Trifluoromethyl-3-amino- 2-propanol

Trifluoromethyl-3-amino-2-propanols are powerful (submicromolar) and reversible inhibitors of CEPT in human plasma. Reversibility of the inhibition seems to indicate that the inhibitor acts as a substrate analogue (Figure 7.64). Three important factors for the gain of affinity must be underlined (1) replacement of the propyl group by a trifluoromethyl (affinity 30x), (2) the R configuration at the hydroxyl (affinity 40x), and (3) the presence of a fluoroalkyl substituent on the third aromatic ring (affinity 40x)." ... 

Trifluoromethylpyridazines of type S could be prepared starting from 2-amino-1,1,l-trifluoro-3-phenylsulfonyl-2-propanol (93H(35)909). Compounds of type 6 are conveniently accessible by cyclisation of l,l,l,2,2-pentafluoro-3,4-alkanedione 4-diaIkylhydrazones [93TL(34)5135J. 3-(Trifluoromethyl)-4-pyri-dazinecarboxylates of type 7 have been obtained upon reaction of 2-(alkylamino)-3-(trifluoroacetyl)butenedioates with substituted hydrazines (93JHC(30)1501. ... 

The ting cleavage reactions of the triflumomethyloxirane with die appropriate nucleophiles provided a general synthesis of chiral trifluoromethyl carbinols, such as 1-amino-3,3>3-trifluoro-2-propanol, l-azido-3,3.3-tiifluoro-2-propanol, 1-diediylamino-... 

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