The Synthesis of Some Alpha, Omega‐Bis‐(3,4‐Dihydroxyphenyl) Alkanes*

Gisvold, Ole; Buelow, Donald; Carlson, E. H.

doi:10.1002/jps.3030350609

Cited by 7 publications

(3 citation statements)

References 4 publications

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“…T. D. B. P. was (2) showed no advantage Over nordihYdroWaiashown to be considerably more effective in retic acid. The synthesis guaiaretic acid (N. D. G.…”

Section: By Yuchung Changt and Ole Gisvoldsmentioning

confidence: 91%

The antioxidant effect of 2,2′,3,3′ -tetrahydroxy-5,5′-dimethyl biphenyl

Chang

Gisvold

1949

Journal of the American Pharmaceutical Association (Scientific

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“…T. D. B. P. was (2) showed no advantage Over nordihYdroWaiashown to be considerably more effective in retic acid. The synthesis guaiaretic acid (N. D. G.…”

Section: By Yuchung Changt and Ole Gisvoldsmentioning

confidence: 91%

The antioxidant effect of 2,2′,3,3′ -tetrahydroxy-5,5′-dimethyl biphenyl

Chang

Gisvold

1949

Journal of the American Pharmaceutical Association (Scientific

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“…The uv and ir spectra of 6 and 7 were in accord with the spectroscopic properties of such systems. 4 A condensation-cyclization-reduction sequence of reactions was also applicable to the synthesis of the bis-(tetrahydropyridoindoles) 14 and 15 (Scheme II). The intermediate bis(methoxydihydropyridoindoles) 12 and 13 were prepared, in fact, by methods which have been reported to yield a similar series of bis(demethoxydihydropyridoindoles) starting from tryptamine and various dibasic acids.…”

mentioning

confidence: 99%

“…However, the ED50 values (2-6 mg/kg) fall within the same range found for the bis (monomethoxytetrahydroisoquinolines), lb and lc, and suggest the equivalence of indole and benzene as aryl moieties. It would be of interest to test the less accessible 6,7-dimethoxy analogs of 14 and 15 to determine whether this aromatic substitution pattern, as in the case of series 1 and 2, leads to significantly more potent compounds.…”

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confidence: 99%

Synthesis and evaluation of 1,.omega.-diaryl-1,.omega.-alkanediamines related to the fibrinolytic bis(tetrahydroisoquinolines) and bis(benzylamines)

Fliedner¹,

Myers²,

Schor³

et al. 1976

J. Med. Chem.

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Since the previously investigated bis(tetrahydroisoquinolines) 1 and bis(benzylamines) 2 may be classified as 1,omega-diaryl-1,omega-alkanediamines, it appeared worthwhile to examine this structural concept as a guideline for predicting significant fibrinolytic activity. The prototype bis compounds 7, 14, 15, and 29-31, which were synthesized for this purpose, incorporate such molecular modifications as replacement of the tetrahydroisoquinoline nuclei of series 1 with tetrahydrobenzazepine (7) and tetrahydropyridoindole (14-15) nuclei. The latter compounds, as well as 29-31 which possess features common to both series 1 and 2, showed good to moderate activity in the standard rat (ip) screen. Significant departures from the 1,omega-diaryl-1,omega-alkanediamine structural concept led to compounds (35 and 40) of weak to moderate activity.

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The Aldol Condensation

Nielsen

Houlihan²

2011

Organic Reactions

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The aldol condensation takes its name from aldol (3‐hydroxybutanal) a name introduced by Wurtz who first prepared the beta‐hydroxy aldehyde from acetaldehdye in 1872. The aldol condensation includes reactions producing beta‐hydroxy aldehydes or beta‐hydroxy ketones by self condensations or mixed condensations of aldehydes and ketones as well as reactions leading to alpha, beta‐unsaturated aldehydes or alpha,beta‐unsaturated ketones formed by dehydration of intermediate beta‐aldols or beta‐ketals. The Claisen‐Schmidt condensation is most often taken to be the condensation of an aromatic aldehyde or ketone usually in the presence of a basic catalyst. The term aldol condensation has also been applied to many other condensations involving the reaction of an aldehyde or ketone. These condenations are discussed. The present review includes examples that are solely condensation reactions of aldehydes and ketones.

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The Synthesis of Some Alpha, Omega‐Bis‐(3,4‐Dihydroxyphenyl) Alkanes*

Cited by 7 publications

References 4 publications

The antioxidant effect of 2,2′,3,3′ -tetrahydroxy-5,5′-dimethyl biphenyl

The antioxidant effect of 2,2′,3,3′ -tetrahydroxy-5,5′-dimethyl biphenyl

Synthesis and evaluation of 1,.omega.-diaryl-1,.omega.-alkanediamines related to the fibrinolytic bis(tetrahydroisoquinolines) and bis(benzylamines)

The Aldol Condensation

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