1-Naphthyl esters

Amino-5 -deoxy-2, 3 -0-isopropylideneadenosine was acylated at N-5 with an activated derivative of the 6-carboxy-2-naphthyl ester of Kemp s acid imide. The resulting molecule possesses self-complementary binding sites, the key feature of replicating molecules that act as templates for their own reproduction. The dimer of this molecule is, however, not very stable K = 630 L mol ). When the two initially mentioned educts are added, a small proportion of the ternary complex is also formed and undergoes a fast, template-catalysed... 

Trinitro-5-hydroxy-l-acetoxy-naphthalene, acetic acid-[2,6,8-trinitro-5-hydroxy-1 -naphthyl-ester], [2,6,8-trinitro-5-hyd roxy-1 -naphthyl] -acetate). (O2N)3C10H3(OCOCH3).OH, mw 337.22, N 12.46%, OB to C02 -87.78%, yellow needles... 

While it is important for all ester substrates that lithium hexamethyldisilazide be added before warming in order to avoid yield loss, the addition of lithium ethoxide (LiOEt) Is specific for the naphthyl ester and is not generally necessary (see Discussion). Thus for other esters the ethanol can be omitted in this step and the amount of butyllithium can be reduced to 0.20 mol. 

Isomerized wood rosin, 32, 2 Isonicotinic acid, 37, 7 2-Isonitrosocyclohexanone, 32, 38 Isophorone, 37, 58 ISOPHORONE OXIDE, 37, 58 Isopropyl alcohol, 31, 112 Isopropyl iodide, 30, 34 31, 33 -Isopropylphenylacetamide, 32, 94 Ji-Isopropylphenyldichlorophosphine, 31,89 ISOTHIOCYANIC ACID, 1 -NAPHTHYL ESTER,... 

Sharpless asymmetric dihydroxylation procedure was applied to the synthesis of the side chain of azinomycin A (equation 26)43. Horner-Emmons condensation of phospho-nate 36 with a /J-aziridine substituted acrolein afforded dehydroamino acid diene 37. Treatment of the diene with catalytic amounts of an osmium reagent and dihydroquini-dine (DHQD) p-chlorobenzoate resulted in asymmetric dihydroxylation, producing diol 38. Diol 38 was further converted to the naphthyl ester. 

A number of rat liver carboxylesterases identified by their pI values are listed in Table 2.6 [73] five nonspecific carboxylesterases were purified from rat liver and were characterized according to their p/ values [61]. They appeared to be isoenzymes, since they had similar substrate specificities toward phenyl and naphthyl esters and monooleylglycerol. Subsequent studies, however, revealed different specificities with respect to their physiological substrates. The pI 5.2 and 5.6 enzymes were shown to be acylcamitine hydrolases (EC 3.1.1.28), and a p/ 6.0 enzyme an octanoylglycerol lipase. The p/... 

In comprehensive studies, the hydrolysis of some 30 naphthyl esters by human, rat, and mouse liver carboxylesterases was investigated [43], A general trend that was apparent was that the rate of hydrolysis of a- and /3-naphthyl carbonates (7.21, R = alkyl or arylalkyl) catalyzed by human microsomes or rat hydrolases showed a tendency to decrease with increasing lipophilic-ity (range ca. 2 to 5). A similar trend was not seen with naphthyl aryl carbonates nor with a-naphthyl carboxylates. These results tell us that, even with purified enzymes and large series of substrates, it is very difficult indeed to discern sound structure-hydrolysis relationships due to the complexity of the structural and enzymatic factors involved. 

Carbamic acid, methyl-, 1-naphthyl ester, see Carbaryl... 

Similar results have been found with 2,5-disubstituted phenyl acetates [270], naphthyl esters [279], and amides [280],... 

Usually, the PFR serves as a probe reaction for the study of the morphology of the matrix. This has been demonstrated by Weiss and co-workers in a series of recent articles on the photoreactivity of esters included in several polyethylene films. Low-density polyethylene (LDPE) films hosting 2-naphthyl esters bring about different selectivity in the PFR as compared with the reaction in solution. In addition, the selectivity is different if the polymer is stretched [286,287], Table 16 indicates the different product distributions upon irradiation of 2-naphthyl esters, depending on the nature of the solvent or matrix. The most striking fact is that irradiation of 2-naphthyl myristate leads to the coupling at the position 1 in ferr-butanol with 86% yield, whereas this product is absent in the irradiations in polyethylene films. Moreover, the product of coupling at position 3 is absent... 

Polyethylene films influence the product distribution in a different way, depending on the nature of the aryloxy radical. Thus, the ortho/para ratio in the PFR of phenyl esters is 2, both in hexane and films. However, this ratio is very different for 1-naphthyl esters 2 in hexane and > 6 in the films. This has been ascribed to the more available rotational movement for phenoxyl than for naphthoxyl radicals. As a matter of fact, van der Waals volumes are quite different, being 81 A for the former and 124 A for the latter [292]. 

RELATIVE RATES OF HCI-CATALYZED ALCOHOLYSIS REACTIONS OF jJ-NAPHTHYL ESTERS IN ALCOHOLS AT 250C1 7... 

Chemical Name carbamic acid, methyl-, 1-naphthyl ester 1-naphthalenol, methyl carbamate 1-naphthyl-V-methyl carbamate 1-naphthyl methylcarbamate 1-naphthalenyl methylcarbamate Uses contact insecticide used to control most insects on fruits, vegetables, and ornamentals also used as growth regulator for fruit thinning of apples. 

Another example of the effect of confined medium is found during photo-Fries rearrangement of naphthyl esters in zeolites [103,104]. Upon photolysis in isotropic solution 1-naphthyl benzoate undergoes the photo-Fries rearrangement to yield both ortho (2-) and para (4-) phenolic ketones (Sch. 4). When this ester is included in NaY zeolite and irradiated the main product (96%) is the ortho isomer. This remarkable ortho-selectivity within zeolites has been rationalized on the basis of interactions of the reactant 1-naphthyl benzoate and intermediate radicals with the sodium ion. Due to restrictions imposed by the medium the benzoyl radical, once formed, is compelled to react only with the accessible ortho position. 

Figure 1. NMR spectrum of a-cyano-a-naphthyl pyruvic acid ethyl ester in deuterochloroform at room temperature. The three naphthyl ester spectra are given here. The spectra of the other two esters were interpreted in a similar...

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