Ethenyl propyl

Dihydro-2//-pyrido[l,2-n]pyrimidin-2-one was used in the synthesis of antiallergic tricyclic triazolobenzazepine derivatives (99MIP3). 8-[2-(4-f-Propyl-2-thienyl)ethenyl]- and 8-[(4-/-propryl-2-thienyl)methoxy]-4-oxo-4//-pyrido[l,2-n]pyrimidine-3-carboxylic acids were patented for the treatment of preventing and/or treating microbial infectious diseases (OlMIPl). 

It may be suspected that the genuinely topotactic (as secured by the molecular precision of the AFM [18]) photodimerization of 2-benzyl-5-benzyli-denecyclopentanone [118] might be a good candidate for a quantitative preparative photo dimerization to give the head-to-tail anti-[2+2] dimer. Early quantitative solid-state [2-1-2] photodimerizations (most of the published mechanistic interpretations of which can no longer be accepted) are listed in [110]. These deal with the anti dimerization of acenaphthylene-1,2-dicarboxylic anhydride, the head-to-head syn dimerization of acenaphthylene-1-carboxylic acid, the syn dimerization of 5,6-dichloroacenaphthylene, and the thermally reversible head-to-tail anti dimerization of seven ( )-2,6-di-f-butyl-4-(2-aryl-ethenyl)pyrylium-trifluoromethanesulfonates. All of these reactions proceed fully specific. On the other hand, quantitative photoconversions of a 1 1 mixed crystal of ethyl and propyl a-cyano-4-[2-(4-pyridyl)ethenyl]cinnamates gives mixtures of diesters with one (A>410 nm) or two cyclobutane rings (no cutoff filter). 

Amino-5-[l-(2-furyl)-2-(5-nitro-2-furyl)-ethenyl]-1,3,4-o.xadiazols0 (Furamizol ) wirktbak-terizid, 2-[3-(5-Methyl-1,3,4-oxadiazol-2-yl)-3,3-diphenyl-propyl]-2-aza-bicyclo[2.2.2]octan (SC-27166 )81 ist ein Antidiarrhoicum. 

Chemical Name Cyclopropaneacetic acid, l-((((lR)-l-(3-((lE)-2-(7-chloro-2-quinolinyl)ethenyl)phenyl)-3-(2-(l-hydroxy-l-methylethyl)phenyl) propyl)thio)methyl)-, monosodium salt... 

Methyl magnesium chloride (3.0 Molar solution in THF, 790 mmol) was added dropwise over 30 min to the CeCI3 slurry at 0°C. After stirring 2 hours, the mixture was cooled to -5°C and a toluene (600 mL) solution of the ethyl 2-(3(S)-(3-(2-(7-chloro-2-quinolinyl)ethenyl)phenyl)-3-hydroxy-propyl)benzoate (152 mmol) was added dropwise over 1 hour. The reaction mixture was stirred another hour before the addition of 2 M HOAc (600 mL) and toluene (600 mL). The organic layer was washed with saturated aq. NaHC03 and with brine. Concentration in vacuo and purification of the residue by flash chromatography (30% EtOAc in toluene) gave 63.48 g (91%) of the 2-(2-(3(S)-(3-(2-(7-chloro-2-quinolinyl)ethenyl)phenyl)-3-hydroxypropyl)phenyl)-2-propanol. 

To a solution of 2-(2-(3(S)-(3-(2-(7-chloro-2-quinolinyl)ethenyl)phenyl)-3-hydroxypropyl)phenyl)-2-propanol in THF was dissolved in THF (1 mL) and DMF (1 mL) at -40°C was added diisopropylethylamine (2.2 mmol) and then methanesulfonyl chloride (2.2 mmol). The mixture was stirred 2 hours with slow warming to -30°C. The methyl l-(thiomethyl)cyclopropaneacetate (2.3 mmol) was added to the cloudy reaction mixture followed by dropwise addition of potassium tert-butoxide/THF solution (4.4 mmol). The reaction mixture was stirred at -30°C for 3.5 hours before quenching it with 25% aq NH40Ac. Extraction with EtOAc, washing the organic layer with brine and evaporation of the solvents left a residue that was purified by flash chromatography (5%-10% EtOAc in toluene) giving 658 mg (53%) of methyl l ((((R) (3 (2-(7-chloro-2-quinolinyl)ethenyl)phenyl)-3-(2-(2-hydroxy-2-propyl)phenyl)propyl)thio)methyl)cyclopropaneacetate. 

Lithioethenyl phenyl tellurium was not alkylated by 1-propyl iodide or allyl bromide. Only diphenyl ditellurium and ethenyl phenyl tellurium were isolated from the reaction mixtures1. 

Hasegawa et al. reported another example of a [2 + 2] asymmetric transformation in a chiral crystal (Scheme 5) [13]. Ethyl 4-[2-(pyridyl)ethenyl] cinnamate 8b crystallizes in a chiral space group P2 2 2 and upon irradiation yields a chiral dimer with 92-95% ee however, the methyl and n-propyl esters (8a and 8c) crystallized in achiral space groups. 

Chlor- 2-propyl-1 -(trichlor-ethenyl)- E19b, 742 (Cyclopropen-Ringspalt. + En)... 

Ar—N = N —S02—R) Ethenyl-(4-methoxy-phenyl)- E12b, 417(Ar2Te2/I2 + En —MgX), 423 (Ar2Te2 + R2Hg) (2-Oxo-propyl)-phenyl- E12b, 418 (Ar2Te2/I2 + Enolate)... 

Azetidin 2-Ethenyl-2-methyl-l-(2-nitro-propyl)-4-oxo- E16d, 151 (Br - NOj)... 

Ethenyl-4-methyl-2-oxo-l -propyl-E16b, 584 (N-Alkylier.) Bicydo 2.2.1 beptan 2-c,vo-Acetamino- IV/ld, 284 (red. Kond.) E5, 1036 (CN - CO-NH-R) Bicyclo 3.2.1 oct-6-en 3-etido-(Hydroxyamino-tnethyl)- E16a,... 

---