scholarly journals The Effect of Some 3-Oxygen Functions on the Simmons–Smith Methylenation of 5,6-Unsaturated Steroids

1971 ◽  
Vol 49 (22) ◽  
pp. 3636-3641 ◽  
Author(s):  
J. F. Templeton ◽  
C. W. Wie

The effect of 3α- and 3β-hydroxy, 3α- and 3β-acetoxy, 3-ethylene acetal, and 3α-methoxy derivatives of 5-cholestene on the addition of the Simmons–Smith reagent to the steroidal 5,6-double bond has been investigated. Reaction occurred only with epi-cholesterol to yield chiefly 3α-hydroxy-5,6α-cyclopropano-5α-cholestane. The 3α-ethyl ether, 3α-acetate, and a dialkoxymethane have been identified as byproducts. The p.m.r. and mass spectral data are given.


1995 ◽  
Vol 78 (3) ◽  
pp. 691-692 ◽  
Author(s):  
Rodney J Bushway ◽  
Lewis B Perkins

Abstract Three commercial sources of tomatine showed 2 peaks of approximately equal size when determined by liquid chromatography (LC). Analysis by liquid chromatography/mass spectroscopy (LC/MS) showed one LC peak having an [M + H] ion at 1035, which corresponds to tomatine. The other peak had an [M + H] ion at 1033, which indicates a tomatine-like molecule that has tomatidenol for the aglycone instead of tomatidine or solasodine. Ultraviolet data support a delta C-5–C-6 double bond in the aglycone. LC of tomatine hydrolysate indicated the presence of tomatidine and tomatidenol and the absence of solasodine. Thus, the impurity was dehydrotomatine. Purity calculations based on mass spectral data showed that the tomatine standards were 80% pure.



2010 ◽  
Vol 75 (5) ◽  
pp. 639-648 ◽  
Author(s):  
Krishnannair Krishnankutty ◽  
Basheer Ummathur ◽  
Kamalakshy Babu

The coupling of diazotized 2-aminobenzothiazole with 1,3- dicarbonyl compounds (benzoylacetone, methylacetoacetate and acetoacetanilide) yielded a new series of tridentate ligand systems (HL). Analytical, IR, 1H-NMR, 13C-NMR and mass spectral data indicated that the compounds exist in the intramolecularly hydrogen bonded azo-enol tautomeric form in which one of the carbonyl groups of the dicarbonyl moiety had enolised and hydrogen bonded to one of the azo nitrogen atoms. The compounds formed stable complexes with Ni(II), Cu(II) and Zn(II) ions. The Cu(II) complexes conform to [CuL(OAc)] stoichiometry while the Ni(II) and Zn(II) complexes are in agreement with [ML2] stoichiometry. Analytical, IR, 1H-NMR, 13C-NMR and mass spectral data of the complexes are consistent with the replacement of the chelated enol proton of the ligand with a metal ion, thus leading to a stable sixmembered chelate ring involving a cyclic nitrogen, one of the azo nitrogens and the enolate oxygen. The Zn(II) chelates are diamagnetic while Cu(II) and Ni(II) complexes showed a normal paramagnetic moment.



2010 ◽  
Vol 15 (6) ◽  
pp. 534-540 ◽  
Author(s):  
Jun-Hua Xiao ◽  
Gu Yuan ◽  
Li-Zhang Yang ◽  
Yu-Fang Sun ◽  
Xian-Lun Wang


2014 ◽  
Vol 79 (3) ◽  
pp. 303-311 ◽  
Author(s):  
Muhammed Ummathur ◽  
Damodaran Babu ◽  
Krishnannair Krishnankutty

The coupling of diazotized 2-aminothiazole and 2-aminobenzo-thiazole with cyclohexane-1,3-dione yielded a new type of tridentate ligand systems (HL). Analytical, IR, 1H NMR, 13C NMR and mass spectral data indicate the existence of the compounds in the intramolecularly hydrogen bonded azo-enol tautomeric form. Monobasic tridentate coordination of the compounds in their [CuL(OAc)] and [ML2] complexes [M = Ni(II) and Zn(II)] has been established on the basis of analytical and spectral data. The Zn(II) chelates are diamagnetic while Cu(II) and Ni(II) complexes showed normal paramagnetic moment.



2009 ◽  
Vol 74 (11) ◽  
pp. 1273-1282 ◽  
Author(s):  
K. Krishnankutty ◽  
Basheer Ummathur ◽  
Perumpalli Ummer

The coupling of diazotized 1-aminonaphthalene with 1,3-dicarbonyl compounds (acetylacetone, methylacetoacetate and acetoacetanilide) yielded a new series of bidentate ligand systems (HL). Analytical, IR, 1H-NMR and mass spectral data indicate that the compounds exist in the intramolecularly hydrogen bonded keto-hydrazone form. With Ni(II), Cu(II) and Zn(II), these potential monobasic bidentate ligands formed [ML2] type complexes. The IR, 1H- -NMR and mass spectral data of the complexes are consistent with the replacement of the chelated hydrazone proton of the ligand by a metal ion, thus leading to a stable six-membered chelate ring involving the hydrazone nitrogen and the hydrogen bonded carbonyl oxygen. The Ni(II) and Zn(II) chelates are diamagnetic, while the Cu(II) complexes are paramagnetic. In the metal complexes of the naphthylazo derivatives of acetylacetone and methylacetoacetate, the acetyl carbonyl is involved in coordination, whereas in the chelates of the naphthylazo derivative of acetoacetanilide, the anilide carbonyl is bonded with the metal ion.



2019 ◽  
Vol 31 (9) ◽  
pp. 1895-1898
Author(s):  
Relangi Siva Subrahmanyam ◽  
Venkateswara Rao Anna

We report here an easy, efficient and green synthetic protocol for the (E)-1-aryl-3-(2-morpholinoquinolin-3-yl)prop-2-en-1-ones by the Claisen-Schmidt condensation of 2-morpholinoquinoline-3-carbaldehyde and different substituted acetophenones by using 1-butyl-3-methylimidazolium tetrafluoroborate (Bmim)BF4. The compounds were characterized by using 1H NMR, 13C NMR and mass spectral data and screened there in vitro antimicrobial activity against different bacterial and fungal organisms.



Molbank ◽  
10.3390/m1187 ◽  
2021 ◽  
Vol 2021 (1) ◽  
pp. M1187
Author(s):  
Stanimir Manolov ◽  
Iliyan Ivanov ◽  
Dimitar Bojilov

The title compound was obtained in high yield in the reaction between tryptamine and naproxen. The newly synthesized naproxen derivative was fully analyzed and characterized via 1H, 13C-NMR, UV, IR, and mass spectral data.



Molbank ◽  
10.3390/m1199 ◽  
2021 ◽  
Vol 2021 (2) ◽  
pp. M1199
Author(s):  
Milene A. G. Fortunato ◽  
Filipa Siopa ◽  
Carlos A. M. Afonso

Using environmentally friendly conditions, the nucleophilic ring-opening reaction of 6-azabicyclo[3.1.0]hex-3-en-2-ol with 1-methyl-1H-tetrazole-5-thiol provided a novel thiol-incorporated aminocyclopentitol, (1R,4S,5S)-5-((3-hydroxypropyl)amino)-4-((1-methyl-1H-tetrazol-5-yl)thio)cyclopent-2-en-1-ol, in excellent yield (95%). The newly synthesized compound was analyzed and characterized via 1H, 13C-NMR, HSQC, and mass spectral data.



Author(s):  
S.R. Heller ◽  
W.L. Budde ◽  
D.P. Martinsen ◽  
G.W.A. Milne


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