1513-60-6Relevant articles and documents
PROCESS FOR THE SYNTHESIS OF OLEFINICALLY UNSATURATED CARBOXYLIC ACID ESTERS
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Page/Page column 6-7, (2010/11/29)
Process for the synthesis of olefinically unsaturated carboxylic acid esters of the formula R1R2C=CR3(COOR4), in which R1 is an alkyl, aryl or heteroaryl group that may be substituted with one or more halogen atoms and/or C1-C3-alkyl groups, R2 is an alkyl, aryl or heteroaryl group that may be substituted with one or more halogen atoms and/or C1-C3-alkyl groups, or hydrogen, or R1 and R2 form together with the carbon atom connecting them a C4-C7-carbocyclus that may be substituted with one or more halogen atoms and/or C1-C3-alkyl groups, R3 is hydrogen or a C1-C5-alkyl group, and R4 is an alkyl or aryl group with up to 20 carbon atoms, by reacting in a first step a carbonyl compound of formula R1R2C=O with an orthoester of formula CH2R3C(OR4)3, and by dehydrating in a second step the obtained intermediate compound R1R2COH- CHR3(COOR4).
Efforts in Synthesizing α,β-Unsaturated Trifluoromethyl-substituted Aldehydes
Abele, Herbert,Haas, Alois,Lieb, Max
, p. 3502 - 3506 (2007/10/02)
Hexafluoroacetone reacts with ethynylmagnesium bromide to yield (CF3)2C(OH)-CCH (1).Bromine can be added to the triple bond affording the cis/trans-isomer 2.With PCl5 1 yields the allene (CF3)2C=C=CClH (3).The addition of a metalated Schiff base to hexafluoroacetone leads to 4a which on hydrolysis yields (CF3)2C(OH)-CH2-CHO (4b).The reaction of (EtO)2P(O)CH2-R (R = CHO, CO2Et) with hexafluoroacetone gives α,β-unsaturated aldehydes or esters 6. 1,1,1-Trifluoroacetone provides analogous reactions.
Synthesis of Fluorine-Containing Peptides. Analogues of Angiotensin II Containing Hexafluorovaline.
Vine, William H.,Hsieh, Kun-hwa,Marshall, Garland R.
, p. 1043 - 1047 (2007/10/02)
γ,γ,γ,γ',γ',γ'-Hexafluorovaline and derivatives have been prepared and incorporated into angiotensin II by fragment condensation and solid-phase peptide synthesis.Hexafluorovaline derivatives showed general resistance toward various enzymatic digestions and the tendency to racemize extensively upon carboxyl activation.When the angiotensin II analogues were assayed on rat uterus, 5>AII had 133percent activity, 5>AII was inactive, and 1,DL-Hfv8>AII was a potent inhibitor of angiotensin II in vitro and in vivo.
