Prenyl benzoate

Methyl-2-butenyl acetate. See Prenyl acetate 3-Methyl-2-butenyl benzoate. See Prenyl benzoate... 

Prenyl alcohol. See 3-Methyl-2-buten-1-ol Prenyl benzoate... 

Phenoxyethyl propionate Piperonyl acetone Prenyl benzoate fragrance, alcoholic solutions... 

Myrcenol Myrcenyl acetate Piperonyl acetone Prenyl benzoate fragrance, antiseptics Isobomyl acetate fragrance, aromatherapy Cedanwood oil fragrance, artificial jasmine Benzyl acetate fragrance, artificial lavandin Prenyl acetate fragrance, bath preps. 

Pinacol Pinane Pinanol Pinocarveol Pipeline d-Piperitone Piperonyl acetate Piperonyl acetone Prenyl acetate Prenyl benzoate Propenylguaethol Propionaldehyde p-Propyl anisole Propyl butyrate 3-Propylidenephthalide... 

Myrcenyl acetate Phenoxyethyl propionate Piperonyl acetone Prenyl benzoate fragrance, deodorants Acetaldehyde ethyl hexyl acetal , 1,2-Dihydrolinalool 4,8-Dimethyl-4,9-decadienal fragrance, detegents Acetaldehyde ethyl phenethyl acetal ... 

Methyl a-naphthyl ketone Methyl 2-nonynoate Methyl 2-octynoate Myrcenyl acetate Nopol Phenoxyethyl propionate Piperonyl acetone Prenyl benzoate Propenylguaethol a-Terpineol... 

Myrcenol Phenoxyethyl propionate Piperonyl acetone Prenyl benzoate 3,5,5-Trimethylhexyl acetate fragrance, herbal compositons Tri methyl benzyl alcohol fragrance, herbal fragrances 2,4-Hexadienol fragrance, household prods. 

Acetaldehyde ethyl phenethyl acetal p-Anisic acid 4-Carvomenthenol trans-Cinnamonitrile Citronellyloxy acetaldehyde Cyclohexyl phenethyl ether 9-Decenol 9-Decenyl acetate Decyl methyl ether Dihydrogeranylacetone Dihydromyrcenyl acetate Dimethyl benzenebutanol Dimethylcyclohexyl methyl ketone 4,8-Dimethyl-4,9-decadienal 5,9-Dimethyl-4,8-decadienal 1,3-Dimethyl-3-phenylbutylacetate Ethyl o-anisate Ethyl maltol Hydroxymethylheptyl methyl ketone Isocyclocitral Maltol Myrcenol Myrcenyl acetate Orange (Citrus aurantium dulcis) peel wax Phenoxyethyl propionate Piperonyl acetone Prenyl benzoate 3,5,5-Trimethylhexyl acetate fragrance, shaving creams Fir (Abies sibirica) needle oil... 

Palmarosa (Cymbopogon martini) oil Pennyroyal (Hedeoma pulegiodes) oil Pennyroyal (Mentha pulegium) oil Petitgrain oil Phenoxyethyl propionate Phenylacetaldehyde glyceryl acetal Piperonyl acetone Prenyl benzoate Propenylguaethol Rhodinol... 

Benzyltriethyl ammonium bromide 5205-10-7 Prenyl heptanoate 5205-11-8 Prenyl benzoate Proflora 5205-93-6... 

Diphenyl-sulfon-3,3 -disulfohydrazide C12H14O2 Benzyl tiglate Cinnamyl propionate Isopropyl cinnamate 1 -(p-Methoxyphenyl)-l -penten-3-one Phenethyl methacrylate Prenyl benzoate C12H14O3 Acetisoeugenol Ethyl methoxycinnamate Ethyl methyl phenylglycidate Eugenyl acetate 2-Phenoxyethyl methacrylate C12H14O4... 

Four new prenyl benzoates, trichocolein (577), tomentellin (581), isotomentellin (582) and demethoxytomentellin (584) have been isolated from Japanese Trichocolea tomentella as the major components (57). The presence of an allyl ester group in (577) was confirmed by hydrogenation... 

A small number of hemiterpenes are used in perfumery, the most important of which are prenyl acetate and benzoate. Thioesters, such as those shown in Scheme 4.11, have extremely intense green odours reminiscent of galbanum, in which they occur naturally. The esters are usually prepared from prenyl chloride and the thioesters from the corresponding thiol and acid chloride. 

Figure 8 Type II PKS biosynthesis In myxobacteria. Biosynthesis of aurachin D (19) In Stigmatella aurantiaca Sg a15. The biosynthetic steps that are catalyzed by the gene products (AuaA-AuaE) from the aurachin core cluster are shown (AuaA, prenyl transferase AuaB, ACP AuaC, KSa AuaD, KS/3 and AuaE, benzoate CoA ligase). Binding of anthranlloyl-CoA to the ACP domain has not been proven experimentally, so direct binding of the starter unit to the KSa might be possible.

The vitamins K and other naphthoquinones arise from 0-succinylbenzoate whose S5mthesis from chorismate and 2-oxoglutarate depends upon a thiamine diphosphate-bound intermediate, as indicated in Fig. 25-4. Elimination of pyruvate yields 0-succinyl-benzoate. The remaining reactions of decarboxylation, methylation, and prenylation (Fig. 25-4) resemble those of ubiquinone S5mthesis. 

When [l-carboxy- C]o-succinyl benzoate is administered to plants of Catalpa ovata (Bignoniaceae), it is incorporated into a-lapachones (such as 45), catalponol (46), and catalpalactone (47). Examination of the ratio in catalponol (46) after administration of [l-carboxy- C,2 - H2]o-succinylbenzoate reveals that the two protons at the 2 -posi-tion are both retained in the 3-position of catalponol (Fig. 6.9). Thus, prenylation occurs at the 2-position and does not involve an aromatic compound such as 1,4-dihydroxy-2-naphthoic acid (DHNA) (40) (Inouye and Leistner, 1988). 2-Carboxy-4-oxotetralone (COT) (43) or 2-carboxy-4-hy-droxy-l-tetralone (48) are possible acceptors for the prenyl unit. When 2-carboxy-4-hydroxy-l-tetralone (48), or its methyl ester, was introduced into the plant, the prenyl derivatives of 2-carboxy-4-oxotetralone (COT) (43) and 2-car-boxy-4-hydroxy-l-tetralone (50) were isolated as intermediates (Inouye and Leistner, 1988). 

Hemiterpenoids are used mostly as intermediates in the synthesis of other terpenoids. The main exceptions are some esters of prenol that impart fruity top-notes in perfumery. Prenyl acetate (58), R = Me) and benzoate (58), R = Ph) are the two most important of these. 

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