1- Benzyl-6-methoxy

Benzyloxy-l-( 4-benzyloxy-3-methoxy-benzyl) -6-methoxy-2- (4-methyl-benzolsulfonyl)-... 

Methyl 4-0-(4-methoxybenzyl)2,3-di-0-methyl-oc-D-glucopyranoside has been prepared [371] by Liptak s procedure (see Sect. 2.6). This lithium aluminium hydride — aluminium trichloride method was also used in the synthesis of 4-hydroxy-3-methoxy-benzyl [372], 4-hydroxy-3,5-dimethoxybenzyl [372], and 1-phenylethyl [373] ethers from the 4,6-acetals derived from vanillin, syringealdehyde, and acetophenone. Various vinylbenzyl ethers were prepared by the reaction of carbohydrates with vinylbenzyl chloride, and copolymerized with styrene [374]. 

SNC80 (( +)-4-[(aR)-a-((2S,5R)-4-allyl-2,5-dimethyl-l-piperazinyl)-3-methoxy-benzyl]-N,N-diethylbenzamide), the O-methylated derivative of ( + )-BW373U86,has an affinity of 1 nMfor delta opioid receptors. Moreover, SNC80 has more than 500-fold selectivity for delta versus mu opioid receptors, which is much greater than the receptor selectivity of the parent compound BW373U86 and similar to that of the most selective peptidic delta opioid receptor agonists [40-42]. SNC80 produces weak but replicable antinociceptive effects. 

Methoxy-benzyl)- El6a, 222 (N-Deacylier.), 245 (O-Alkylier. N-Deacylier.)... 

Meta (3,3-Azido methyl anisole), liq, bp 134° at 28mm of Hg (Ref 2). Prepd from a mbit of N-Nitroso-N(3-methoxy-benzyl)-hydrazine and dil sulfuric acid by steam distn (Ref 2) ... 

Cyclohexyl-furfuryl- 238 Cyclohexyl-furfuryliden- 238 Cyclohexyl-phenyl- 524 Cyclopentyl- 432, 542 Cyclopropyl- 443 Cyclopropyl-benzyl- 239 Cyclopropyl-benzyliden- 239 ) 2,2-Diathoxy-athyl)-( 2-hydroxy- 3-methoxy-benzyl)- 419... 

N-Benzoyl- -2-oxo-2-phenyl-athylester 374 N-Benzyl-. -ester 418 N-(3,4-Dimethoxy-benzyl)- -athylester 419 N-(3-Methoxy-benzyl)- -athylester 419 N-Pyridyl-(3)- -athylester 419... 

Due to their high selectivity, DER and DEL were the basis for an extensive structure activity relationship study aimed to understand the essential requisites of p. and 8 activity. More than 200 analogues of DER and DEL C were synthesized, and the role of each amino acid in binding to p and 8 receptors and bioactivity was defined [21-31]. New synthetic products were prepared such as oxymorphindole and related derivatives [32], and (+)-4-[(alfa R)-alfa-((2S,5R)-4-allyl-2.5-dimethyl-l-piperazin-yl)-3-methoxy-benzyl]-N, diethylbenzamide [33]. These products are under investigation for their clinical relevance and provide potential nonpeptide ligands for studies on delta-opioid-receptor. 

Capsaicin. (E)-N-[i4-Hydroxy-3-methoxyphenyl)-methylJ-S-methyi-d-nonenamide trans-8-methyl-N-vanii-iyl-6-nonenamide N-(4-hydroxy-3-methoxy benzyl)-8-methyluon-Irons-6 -enamide Mioton Zostrix. CjgH-NOj mol wt 305.40. C 70.78%, y 8,91%. N 4.59%, O 15.72%. Pungent principle in fruit of various species of Capsicum. Solanaceae. I soln from paprika and cayenne Thresh, pharm. J. and Trans. 7, 21 (1876) Micko, Z. Nahr. Gen-ussrn. 1, 818 (1898). See Beihtein 13, suppl. I, 322. Early structure study Nelson, J. Am. Chem. Soc. 42, 597 (1920). Synthesis Spath, Darling, Ber. 63, 737 (1930) L. Crombie et al. J. Chem. Soc. 1955, 1025 O. P. Vig et al, Indian J. Chem. 17B, 558 (1979). Constitution and biosynthesis D. 

An interesting competition is presented by the complex 46 from 3-methoxy-benzyl alcohol. Lithiation is the predominant reaction with n-BuLi, and the major product (47) is due to proton abstraction adjacent to the methoxy group and away from the benzyl alcohol unit [79]. In the absence of Cr(CO)3 coordination, lithiation occurs exclusively at the 2-position [79]. 

Finally, one-pot multistep synthesis by iodination/oxidation process was carried out for the iodination of 3-methoxy benzyl alcohol 127, to afford the corresponding iodo-aldehyde 129 in 54% yield (Scheme 4.34). 

BienztianbenaSnie. [3.methoxy.benzyl> hydiazon] IS 1193. BreiiztiaabenaSoie.[4.methoxy.ben l hydiazon] IS 1IM. 

CigH BrgO,S, Bis-[5-brom-4-oxy-3-methoxy. benzyl]-disulfid 6,1113. 

Capsaicin [8-methyl-W-vanillyl-6-nonenamide ( )-W-(4-hydroxy-3-methoxy-benzyl)-8-methyl-6-nonenamide] includes three important chemical regions frans-alkenyl fatty acid residue, amide, and vanillyl group (Fig. 14). The exact combination of these regions is responsible for capsaicin s pharmacological activities. 

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