Ethyl-4- 2- butoxy benzoate

Ethyl-4-[2-(t-butylcarbonyloxy)butoxy] benzoate (ETB, ZR-2646, 71) occupies an intermediate position between the juvenile hormone mimics and the antijuvenile hormones to be discussed later. It acts as an anti-JH at low doses and as a JH mimic at high doses. The nature of this JH agonist/antagonist action is not understood, yet its interference with the induction of juvenile hormone esterase seems to elucidate at least partly its action on insects (Staal, 1977 Sparks et al., 1979). 

Reactions of A-acyloxy-A-alkoxyamides (90) with A-methylaniline in methanol or aqueous acetonitrile afforded quantitative yields of esters (130), carboxylic acid (132) and half an equivalent of A,A -dimethyl-A,A -diphenyltetrazene (131) (equation 15). The reaction is promoted by polar solvents and ester formation was shown to involve an intramolecular process a crossover experiment using a mixture of A-acetoxy-iV-butoxy-4-toluamide (90, R = Bu, R = Me, R = 4-MeC6H4) and A-acetoxy-A-ethoxybenzamide (90, R = Et, R = Me, R = Ph) afforded clean yields of butyl 4-toluate (130, R = Bu, R = 4-McC6H4) and ethyl benzoate (130, R = Et, R = Ph)". ... 

RS, 2RS, 3RS)-3-Hydroxy-2-methyl-1-phenylpentyl benzoate 3s and (1SR, 2RS, 3RS)-1-Ethyl-3-hydroxy-2-methyl-3-phenylpropyl benzoate 3a. To a solution of Ti(OiPr)4 (0.32 mL, 1 mmol) in 1-tert-butoxy-2-methoxy ethane (1.5 mL) was carefully added BuLi (0.64 mL, 1 mmol) in hexane under Ar. After stirring for 30 min at 20°C, ketoalcohol 1 (0.5 mL, 5 mmol) and then Ph-CHO 2 (1 mL, 10 mmol) were added. The solution was stirred for 24 h at 20°C and after usual work up the product was chromatographed (silica gel, hexane iPrOH 95 5) to afford 3 and 3a in ratio 5 95. 

Poly [oxy (methyl-1,2-ethanediyl)], a-[4-(dimethylamino) benzoyl-ui-butoxy-UV photoinitiator, inks 2-(Dimethylamino) ethyl benzoate 1-Phenyl-1,2-propanedione-2-(o-ethoxycarbonyl) oxi Poly [oxy (methyl-1,2-ethanediyl)], a-[4-(dimethylamino) benzoyl-u-butoxy-UV photoinitiator, inks radiation-cured 2-Isopropyl thioxanthone 4-Isopropyl thioxanthone... 

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